Organic Building Blocks

Vol. 8, No. 5

5-Bromo-7-azaindole: versatile halogenated building block for Suzuki coupling.

Features include:

Azaindoles

Alkynes

Pyridines

Aldehydes

Carboxylic Acids

Amines

2

Vol. 8 No. 5

Aldrich Chemical Co., Inc. Sigma-Aldrich Corporation6000 N. Teutonia Ave.Milwaukee, WI 53209, USA

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ChemFiles (ISSN 1933–9658) is a publication of Aldrich Chemical Co., Inc. Aldrich is a member of the Sigma-Aldrich Group. © 2008 Sigma-Aldrich Co.

About Our Cover

Intr

od

uct

ion

IntroductionIn spite of the numerous and exciting advances in synthetic chemistry that pertain to new catalysts or reagents, the scientist is still continually looking for the appropriate substrate for his/her research. It might be easy to overlook these building blocks, but access to the right substrate is every bit as important as having the tools to transform it into their desired target.

Sigma-Aldrich® is proud to carry over 20,000 organic building blocks for your research. In this issue, we are pleased to introduce some of the newest additions to our product line. Azaindoles are rapidly increasing in importance among medicinal and pharmaceutical scientists especially in regards to their biological activity and the generation of new therapeutic leads. Alkynes are critical substrates in Sonogashira coupling and click chemistry. Pyridines are extremely common building blocks for a wide range of synthetic targets. Aldehydes are perennially attractive building blocks due to their ability to easily react with a variety of nucleophiles. Halogenated substrates are commonly employed in a wide variety of coupling protocols.

For a complete listing of building blocks, please visit sigma-aldrich.com/bb. If you are unable to find the specific reagent or building block for your research, “Please Bother Us.” with your suggestions at mark.redlich@sial.com, or contact your local Sigma-Aldrich office (see back cover).

The cover graphic shows a rendering of the structure of 5-bromo-7-azaindole. The bromine atom serves as a handle for elaboration of the molecule through Suzuki or Stille coupling protocols.

Mark RedlichProduct Manager

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3Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contact your local Sigma-Aldrich office, or visit safcglobal.com.

Aza

ind

ole

s

Azaindoles3-Bromo-7-aza indole, 97% 8

3-Bromo-1H-pyrrolo[2,3-b]pyri dine [74420-15-8] C7H5BrN2 FW 197.03

N NH

Br

694711-1G 1 g

5-Bromo-7-aza indole, 97% 8

5-Bromo-1H-pyrrolo[2,3-b]pyri dine [183208-35-7] C7H5BrN2 FW 197.03

N NH

Br

692549-1G 1 g

692549-5G 5 g

3-Chloro-7-aza indole, 97% 8

3-Chloro-1H-pyrrolo[2,3-b]pyri dine [80235-01-4] C7H5ClN2 FW 152.58

N NH

Cl

692557-1G 1 g

4-Chloro-7-aza indole, 97% 8

4-Chloro-1H-pyrrolo[2,3-b]pyri dine [55052-28-3] C7H5ClN2 FW 152.58 N N

H

Cl

696218-250MG 250 mg

696218-1G 1 g

3-Iodo-7-aza indole, 95% 8

3-Iodo-1H-pyrrolo[2,3-b]pyri dine [23616-57-1] C7H5IN2 FW 244.03

N NH

I

692298-1G 1 g

7-Aza indole N-oxide hemihydrate, 97% 8

1H-Pyrrolo[2,3-b]pyri dine, 7-oxide [55052-24-9] C7H6N2O FW 134.14

N NH

O

• ½ H2O

696838-1G 1 g

7-Aza indole-3-carboxal dehyde, 97% 8

1H-Pyrrolo[2,3-b]pyri dine-3-carb alde hyde [4649-09-6] C8H6N2O FW 146.15 N N

H

O

H

694681-1G 1 g

7-Aza indole-3-carboxy lic acid, 95% 8

1H-Pyrrolo[2,3-b]pyri dine-3-carboxy lic acid [156270-06-3] C8H6N2O2 FW 162.15 N N

H

O

OH

692530-1G 1 g

5-Methoxy-6-aza indole, 96% 8

5-Methoxy-1H-pyrrolo[2,3-c]pyri dine [17288-53-8] C8H8N2O FW 148.16

NH

N

H3CO

696463-1G 1 g

1-Acetyl-7-aza indole-3-carbo nitrile, 97% 8

1-Acetyl-3-cyano-7-aza indole; 1-Acetyl-1H-pyrrolo[2,3-b]pyri dine-3-carbo nitrile [860362-11-4] C10H7N3O FW 185.18

N N

CN

CH3

O

696293-1G 1 g

3-(Dimethyl amino methyl)-7-aza indole, 97% 8

3-(Dimethyl amino methyl)-1H-pyrrolo[2,3-b]pyri dine; Dimethyl-(1H-pyrrolo[2,3-b]-3-pyridinyl methyl)amine; 7-Aza gramine [5654-92-2] C10H13N3 FW 175.23

N NH

NCH3

CH3

696846-1G 1 g

696846-5G 5 g

1-Boc-7-aza indole-3-carboxal dehyde 8

1-(tert-Butoxy carbo nyl)-3-formyl-7-aza indole; 3-Formyl-pyrrolo[2,3-b]pyri dine-1-carboxy lic acid tert-butyl ester [144657-66-9] C13H14N2O3 FW 246.26

N N

H

O

Boc

696811-1G 1 g

7-Aza indole N-oxide 3-chloro ben zo ate, 95% 8

7-Hydroxy-1H-pyrrolo[2,3-b]pyri dinium 3-chloro ben zo ate C14H11ClN2O3 FW 290.70 N+ N

HOH

O-

O

Cl

693588-1G 1 g

1-Boc-3-[(dimethyl amino)methyl]-7-aza indole, 97% 8

1-tert-Butoxy carbo nyl-3-[(dimethyl amino)methyl]-7-aza indole; 3-Dimethyl amino methyl-pyrrolo[2,3-b]pyri dine-1-carboxy lic acid tert-butyl ester [144657-65-8] C15H21N3O2 FW 275.35

N NBoc

NCH3

CH3

699209-1G 1 g

DiscoveryCPR

Custom Packaged ReagentsIf you are interested in receiving a quote on any of these lists custom packaged as a set to meet your requirements, please contact us at DiscoveryCPR@sial.com

TO ORDER: Contact your local Sigma-Aldrich office (see back cover), or visit sigma-aldrich.com/chemicalsynthesis.

Alk

yn

es

4 sigma-aldrich.com

Alkynes1-Amino-4-chloro-2-butyne hydrochloride, 90% 8

[77369-59-6] C4H7Cl2N FW 140.01

NH2Cl • HCl

687103-5G 5 g

N-Boc-pro pargyl amine, 97% 8

[92136-39-5] C8H13NO2 FW 155.19

HC

HN

Boc

687146-5G 5 g

3-Chloro-1-phenyl-1-pro pyn e, 97% 8

3-Phenyl pro pargyl chloride; 1-Chloro-3-phenyl-2-pro pyn e [3355-31-5] C9H7Cl FW 150.60

Cl

664960-5G 5 g

664960-25G 25 g

N-Pro pargyl phthal imide, 97% 8

[7223-50-9] C11H7NO2 FW 185.18 N

O

O

CH

696072-5G 5 g

696072-25G 25 g

1-(1-Ethoxy-2-pro pyn yl)-1H-benzo tri azole[171815-58-0] C11H11N3O FW 201.22

NN

N

OH3CCH

642584-250MG 250 mg

2-Butynyl p-tolu ene sulfo nate, 96% 8

2-Butynyl 4-methyl ben zene sulfo nate [56563-37-2] C11H12O3S FW 224.28 H3C

SO

OO

CH3

694096-1G 1 g

[(Tri iso propyl silyl)acetyl ene]sulfur penta fluoride, 95% 8

Penta­fluoro[(tri­iso­propyl­silyl)ethynyl]sulfur­[474668-34-3] C11H21F5SSi FW 308.43

Si SF5

i-Pr

i-Pri-Pr

697621-1G 1 g

3-[(Tri methyl silyl)ethynyl]benzo nitrile, 97% 8

3-[(Tri methyl silanyl)ethynyl]benzo nitrile; 1-(3-Cyano phenyl)-2-(tri methyl silyl)acety lene [190771-22-3] C12H13NSi FW 199.32

SiH3C

CN

CH3

CH3

683922-1G 1 g

N-(2-Pentynyl)phthal imide, 97% 8

1-Phthal imido-2-pentyne [339310-24-6] C13H11NO2 FW 213.23

N

O

O CH3

663026-5G 5 g

663026-25G 25 g

N-[3-(Tri methyl silyl)-2-pro pyn yl]phthal imide, 97% 8

N-[(Tri methyl silyl)pro pargyl]phthal imide; 1-Phthal imido-3-(tri methyl silyl)pro pyn e; 2-[3-(Tri methyl silyl)-2-pro pyn yl]-1H-iso indole-1,3(2H)-dione [351029-12-4] C14H15NO2Si FW 257.36

N

O

O

SiCH3

CH3

CH3

699519-1G 1 g

1,3-Diphenyl-2-pro pyn-1-ol, 90% 8

1,3-Diphenyl pro pargyl alcohol [1817-49-8] C15H12O FW 208.26

OH

669237-1G 1 g

669237-5G 5 g

Pyridines3-Bromo-5-chloro pyri dine, 97% 8

[73583-39-8] C5H3BrClN FW 192.44 N

Cl Br

691801-1G 1 g

3-Bromo-5-iodo pyri dine, 95% 8

[233770-01-9] C5H3BrIN FW 283.89 N

I Br

691453-250MG 250 mg

691453-1G 1 g

3-Fluoro-4-iodo pyri dine, 97% 8

4-Iodo-3-fluoro­pyri­dine­[22282-75-3] C5H3FIN FW 222.99 N

IF

685216-1G 1 g

685216-5G 5 g

3-Bromo pyri dine N-oxide, 97% 8

[2402-97-3] C5H4BrNO FW 174.00 N

Br

O

697117-1G 1 g

3-Bromo-5-hydroxy pyri dine, 97% 8

[74115-13-2] C5H4BrNO FW 174.00 N

HO Br

691836-1G 1 g

5-Bromo-2-hydroxy pyri dine, 95% 8

5-Bromo pyridin-2-ol [13466-38-1] C5H4BrNO FW 174.00

N OH

Br

691461-1G 1 g

2-Iodo-3-hydroxy pyri dine, 97% 8

2-Iodo-3-pyridinol [40263-57-8] C5H4INO FW 221.00

N

OH

I

675873-5G 5 g

5Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contact your local Sigma-Aldrich office, or visit safcglobal.com.

Pyrid

ines

2-Amino-3-iodo-5-nitro pyri dine, 97% 8

3-Iodo-5-nitro-pyridin-2-yl amine [25391-56-4] C5H4IN3O2 FW 265.01

N NH2

IO2N

694738-1G 1 g

694738-5G 5 g

2,6-Di amino-3,5-difluoro pyri dine, 97% 8

[247069-27-8] C5H5F2N3 FW 145.11 N NH2H2N

FF

697087-1G 1 g

3-Bromo-6-chloro pyri dine-2-carbo nitrile, 97% 8

C6H2BrClN2 FW 217.45

NCl CN

Br

677825-1G 1 g

2,6-Dichloro pyri dine-3-carbo nitrile, 97% 8

2,6-Dichloro nico tin o nitrile [40381-90-6] C6H2Cl2N2 FW 173.00

NCl Cl

CN

684872-250MG 250 mg

684872-1G 1 g

2-Chloro-5-iso cyanato pyri dine, 99% 8

[125117-96-6] C6H3ClN2O FW 154.55 N Cl

O C N

671134-250MG 250 mg

3-Fluoro-2-pyri dine carbo nitrile, 96% 8

2-Cyano-3-fluoro­pyri­dine­[97509-75-6] C6H3FN2 FW 122.10

N

F

CN

697109-1G 1 g

697109-5G 5 g

5-Bromo-2-pyri dine carboxal dehyde, 97% 8

5-Bromo-2-picolin alde hyde [31181-90-5] C6H4BrNO FW 186.01

N

Br

H

O

694177-1G 1 g

2-Amino-3-pyri dine carbo nitrile, 97% 8

2-Amino-3-cyano pyri dine [24517-64-4] C6H5N3 FW 119.12

N

CN

NH2

697133-1G 1 g

697133-5G 5 g

5-Bromo-2-(methyl thio)pyri dine, 97% 8

5-Bromo-2-(methyl sulfa nyl)pyri dine C6H6BrNS FW 204.09 N SCH3

Br

692891-1G 1 g

3-Amino-4-methyl pyri dine, 97% 8

[3430-27-1] C6H8N2 FW 108.14

N

NH2

CH3

697141-5G 5 g

697141-25G 25 g

6-Methyl-4-nitro pyri dine-2-carbo nitrile, 97% 8

2-Cyano-6-methyl-4-nitro pyri dine; 6-Methyl-4-nitro picolino nitrile [30235-12-2] C7H5N3O2 FW 163.13

NH3C

NO2

CN

686743-1G 1 g

686743-5G 5 g

5-Bromo-2-methoxy pyri dine-3-carboxal dehyde 8

[103058-87-3] C7H6BrNO2 FW 216.03

N

O

H

OCH3

Br

693952-250MG 250 mg

693952-1G 1 g

3-Methyl pyri dine-2-carboxal dehyde, 97% 8

3-Methyl pyri dine-2-carb alde hyde [55589-47-4] C7H7NO FW 121.14

N

CH3

O

H

699071-1G 1 g

2-Methyl pyri dine-4-carboxy lic acid, 97% 8

2-Methyl iso nicotin ic acid [4021-11-8] C7H7NO2 FW 137.14

O OH

N CH3

687634-1G 1 g

3-Hydroxy-2,6-bis(hydroxy methyl)pyri dine 8

hydrochloride, 97%2,6-Bis(hydroxy methyl)pyridin-3-ol hydrochloride [14187-25-8] C7H10ClNO3 FW 191.61

NOHHO

OH• HCl

692131-5G 5 g

2,6-Dimethoxy pyri dine-3-carboxal dehyde, 97%[58819-72-0] C8H9NO3 FW 167.16

N OCH3H3CO

O

H

657468-1G 1 g

657468-5G 5 g

2-Chloro-5-phenyl pyri dine-3-carboxal dehyde, 97% 8

[176433-57-1] C12H8ClNO FW 217.65

N

H

O

Cl

687014-1G 1 g

trans-N-(2-Pyri dyl methyl ene)ani line, 97% 8

(E)-N-((Pyridin-2-yl)methyl ene)benz en amine [40468-86-8] C12H10N2 FW 182.22

NN

695939-1G 1 g

695939-5G 5 g

3-Fluoro-4-(tri­butyl­stannyl)pyri­dine,­≥98%­ 8

[259807-88-0] C17H30FNSn FW 386.14

N

FSn

H3C CH3

CH3

698601-1G 1 g

698601-5G 5 g

TO ORDER: Contact your local Sigma-Aldrich office (see back cover), or visit sigma-aldrich.com/chemicalsynthesis.

Ald

eh

yd

es

6 sigma-aldrich.com

Aldehydes4-Oxa zole carboxal dehyde, 97% 8

Oxa zole-4-carb alde hyde [118994-84-6] C4H3NO2 FW 97.07

N

O

O

H

697915-250MG 250 mg

697915-1G 1 g

4,6-Dichloro pyrimi dine-5-carboxal dehyde, 97%[5305-40-8] C5H2Cl2N2O FW 176.99

N

N

Cl

Cl

H

O

638145-1G 1 g

3-(Tri methyl silyl)-2-pro pyn al, 97% 8

(Tri methyl silyl)prop iol alde hyde [2975-46-4] C6H10OSi FW 126.23

SiCH3

CH3

H3CO

H

687170-1G 1 g

2-Fluoro-6-iodo benzal dehyde, 97% 8

[146137-72-6] C7H4FIO FW 250.01

H

O

F

I

682489-1G 1 g

4-Bromo-2-hydroxy benzal dehyde, 97%4-Bromo salicyl alde hyde [22532-62-3] C7H5BrO2 FW 201.02

O

H

OHBr

674028-500MG 500 mg

4-Cyano-3-fluoro benzal dehyde, 96% 8

2-Fluoro-4-formyl benzo nitrile [101048-76-4] C8H4FNO FW 149.12

H

O

FCN

682454-500MG 500 mg

4-Nitro indole-3-carboxal dehyde, 97% 8

3-Formyl-4-nitro indole [10553-11-4] C9H6N2O3 FW 190.16 N

H

NO2O

H

691534-1G 1 g

Indole-2-carboxal dehyde, 97% 8

[19005-93-7] C9H7NO FW 145.16

NH

H

O

687782-1G 1 g

3-Methyl benzo[b]thio phene-2-carboxal dehyde, 97% 8

[22053-74-3] C10H8OS FW 176.23 S

CH3

OH

O

694320-1G 1 g

4-[Bis-(2-chloro ethyl)amino]benzal dehyde, 99% 8

[1208-03-3] C11H13Cl2NO FW 246.13

H

O

NCl

Cl

672238-1G 1 g

672238-5G 5 g

5-Hexyl thio phene-2-carboxal dehyde, 97% 8

5-Hexyl thio phene-2-carb alde hyde [100943-46-2] C11H16OS FW 196.31

SO

HCH3(CH2)4CH2

699187-1G 1 g

2-(4-Chloro phen oxy)benzal dehyde, 97%[111826-11-0] C13H9ClO2 FW 232.66

O

H

O

Cl

681938-1G 1 g

1H-Benzo[g]indole-3-carboxal dehyde, 97% 8

3-Formyl-1H-benzo[g]indole [51136-18-6] C13H9NO FW 195.22 N

H

O

H

694010-1G 1 g

6-Phenyl-2-(3-phenyl-2-aziridinyl)-3-oxa-1- 8

aza bicyclo[3.1.0]hexa n-4-ol3-Phenyl aziri dine-2-carboxal dehyde dimer [919101-04-5] C18H18N2O2 FW 294.35 O

N

HO

H

Ph

H H

NH

Ph

695556-250MG 250 mg

695556-1G 1 g

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7Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contact your local Sigma-Aldrich office, or visit safcglobal.com.

Carb

oxylic A

cids

Carboxylic Acids2,2-Dichloro-3,3,3-tri fluoro pro pionic acid, 97% 8

[422-39-9] C3HCl2F3O2 FW 196.94

OH

O

Cl Cl

F3C

694401-250MG 250 mg

694401-1G 1 g

2-Fluoro pro pionic acid, 97% 8

[6087-13-4] C3H5FO2 FW 92.07

H3COH

O

F

694371-250MG 250 mg

1-Methyl-1H-imid azole-2-carboxy lic acid, 90%[20485-43-2] C5H6N2O2 FW 126.11

N

NCH3

OH

O

576220-1G 1 g

2-Pentynoic acid, 97% 8

[5963-77-9] C5H6O2 FW 98.10 H3C

O

OH

662909-5G 5 g

662909-25G 25 g

1-(Mer capto methyl)cyclo propane acetic acid, 97% 8

[1-(Mer capto methyl)cyclo pro pyl]acetic acid [162515-68-6] C6H10O2S FW 146.21

OHHS

O

695963-1G 1 g

2-Chloro-4-iodo benzoic acid, 96% 8

[145343-76-6] C7H4ClIO2 FW 282.46

OH

O

ClI

694800-5G 5 g

1-(Tri fluoro methyl)cyclo pentane-1-carboxy lic acid, 97% 8[277756-44-2] C7H9F3O2 FW 182.14

F3COH

O

694398-250MG 250 mg

694398-1G 1 g

5-Bromo-2-methyl benzoic acid, 97% 8

[79669-49-1] C8H7BrO2 FW 215.04

OH

O

CH3

Br

694797-1G 1 g

694797-5G 5 g

3-Bromo-2-methoxy benzoic acid, 97% 8

[101084-39-3] C8H7BrO3 FW 231.04

OH

O

OCH3

Br

694436-1G 1 g

694436-5G 5 g

5-Bromo-2-methoxy benzoic acid, 97% 8

[2476-35-9] C8H7BrO3 FW 231.04

OH

O

OCH3

Br

694789-1G 1 g

694789-5G 5 g

5-Chloro-2-methyl benzoic acid, 97% 8

[7499-06-1] C8H7ClO2 FW 170.59

OH

O

CH3

Cl

694819-5G 5 g

3-Chloro-2-methoxy benzoic acid, 97% 8

3-Chloro-o-anisic acid [3260-93-3] C8H7ClO3 FW 186.59 OCH3

Cl

O

OH

696382-1G 1 g

696382-5G 5 g

3-Chloro-5-methoxy benzoic acid, 97% 8

[82477-67-6] C8H7ClO3 FW 186.59

Cl

O

OHH3CO

696374-1G 1 g

696374-5G 5 g

5-Hydroxy-2-methyl benzoic acid, 97% 8

[578-22-3] C8H8O3 FW 152.15

HO

CH3

O

OH

696366-1G 1 g

5-Amino-2-methyl benzoic acid, 97% 8

5-Amino-o-toluic acid [2840-04-2] C8H9NO2 FW 151.16

O

OHH2N

CH3

696390-1G 1 g

696390-5G 5 g

5-Amino-2-methoxy benzoic acid, 97% 8

[3403-47-2] C8H9NO3 FW 167.16

OH

O

OCH3

H2N

688576-1G 1 g

688576-5G 5 g

3-(3,5-Dichloro phenyl)pro pionic acid, 97% 8

[95333-95-2] C9H8Cl2O2 FW 219.06

Cl

ClO

OH

692123-5G 5 g

3-(3,5-Difluoro phenyl)pro pionic acid, 97% 8

3-(3,5-Difluoro­phenyl)propan­oic­acid;­3,5-Difluoro­hydro­cin­namic­acid­[84315-24-2] C9H8F2O2 FW 186.16

OH

O

F

F

692115-5G 5 g

TO ORDER: Contact your local Sigma-Aldrich office (see back cover), or visit sigma-aldrich.com/chemicalsynthesis.8 sigma-aldrich.com

Carb

oxyli

c A

cid

s

2-Chloro quino line-3-carboxy lic acid, 97% 8

[73776-25-7] C10H6ClNO2 FW 207.61

N

OH

O

Cl

688517-1G 1 g

4-(4-Bromo phenyl)thio phene-2-carboxy lic acid, 97% 8

[26145-14-2] C11H7BrO2S FW 283.14

SOH

O

Br

686913-1G 1 g

4-Phenyl thio phene-2-carboxy lic acid, 97% 8

[21676-88-0] C11H8O2S FW 204.25

SOH

O

686905-1G 1 g

4-(1-Pyrrolidin yl)benzoic acid, 97% 8

[22090-27-3] C11H13NO2 FW 191.23

N

O

OH

695440-5G 5 g

1-Boc-4-amino piper idine-4-carboxy lic acid, 97% 8

4-Amino-1-Boc-piper idine-4-carboxy lic acid; 4-Amino-1-(tert-butoxy carbo nyl)piper idine-4-carboxy lic acid [183673-71-4] C11H20N2O4 FW 244.29

NBoc

H2NOH

O

680095-500MG 500 mg

3-Bromo ada man tane-1-acetic acid, 97% 8

3-Bromo tri cyclo[3.3.1.13,7]decane-1-acetic acid; (3-Bromo-1-adamantyl)acetic acid [17768-34-2] C12H17BrO2 FW 273.17

OH

O

Br

691860-1G 1 g

3-Carboxy ada man tane-1-acetic acid, 97% 8

[56531-58-9] C13H18O3 FW 222.28

OH

O

OH

O

687626-1G 1 g

4-(4-Fluoro phen oxy)phenyl acetic acid, 97% 8

[41073-15-8] C14H11FO3 FW 246.23 O

OH

O

F

695416-1G 1 g

2-Benzyl oxy benzoic acid, 97% 8

Sali cylic acid benzyl ether [14389-86-7] C14H12O3 FW 228.24

OH

O

O Ph

693995-1G 1 g

(2-Benzyl oxy phenyl)acetic acid, 97% 8

[22047-88-7] C15H14O3 FW 242.27

OH

OO

Ph

681725-1G 1 g

(3-Benzyl oxy phenyl)acetic acid, 97% 8

[1860-58-8] C15H14O3 FW 242.27

OH

O

O Ph

681733-1G 1 g

10-(2-Tetra­hydro­pyran­yloxy)-8-decynoic­acid,­85%­ 8

C15H24O4 FW 268.35

OH

O

OO

694452-250MG 250 mg

1,3,5-Tris(4-carboxy­phenyl)ben­zene,­≥98%­ 8

4,4′,4′′,-Ben­zene-1,3,5-triyl-tris(benzoic­acid)­[50446-44-1] C27H18O6 FW 438.43

OHO

O

HO

O

OH

686859-1G 1 g

2-Piper idine acetic acid hydrochloride, 97% 8

[19615-30-6] C7H14ClNO2 FW 179.64 N

HOH

O

• HCl

691518-1G 1 g

DiscoveryCPR

Custom Packaged ReagentsIf you are interested in receiving a quote on any of these lists custom packaged as a set to meet your requirements, please contact us at DiscoveryCPR@sial.com

9Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contact your local Sigma-Aldrich office, or visit safcglobal.com.

Am

ines

Amines2-(Amino methyl)-2-methyl-1,3-propane di amine 8

trihydrochloride,­≥95.0%­(NT)1,1,1-Tris(amino methyl)ethane trihydrochloride; Ethyl idin tris(methyl amine) trihydrochloride C5H15N3 · 3HCl FW 226.58

H2N NH2H3C NH2

• 3HCl

690023-1G 1 g

3-(tert-Butoxy)pro pyl amine hydrochloride, 97% 8

3-Amino pro pyl tert-butyl ether hydrochloride [864658-14-0] C7H17NO · HCl FW 167.68

NH2Ot-Bu • HCl

≥96.5%­­(GC)

96.5-103.5%­­(with­AgNO3, T)

691216-1G 1 g

N-Tosyl ethylene di amine, 97% 8

[14316-16-6] C9H14N2O2S FW 214.28

SH3CO

ONH

NH2

693855-5G 5 g

4-(4-Bromo phen oxy)ani line, 97% 8

[31465-35-7] C12H10BrNO FW 264.12 O

Br NH2

695394-5G 5 g

695394-25G 25 g

4-(4-Chloro phen oxy)ani line, 97% 8

[101-79-1] C12H10ClNO FW 219.67 O

NH2Cl

695386-5G 5 g

695386-25G 25 g

Bis(4-bromo phenyl)amine, 97%4,4′-Dibromo­diphenyl­amine;­N-phenyl-4,4′-dibromo­ani­line­[16292-17-4] C12H9Br2N FW 327.01

HN

BrBr

657131-5G 5 g

657131-25G 25 g

N-Boc-tyra mine, 97% 8

[64318-28-1] C13H19NO3 FW 237.29

OH

NH

Boc

691550-5G 5 g

691550-25G 25 g

N-Cbz-4-amino cyclo hexan one, 97% 8

4-(Benzyl oxy carbo nyl amino)cyclo hexan one; Benzyl 4-oxo cyclo hexyl carba mate; (4-Oxo cyclo hexyl)carbamic acid benzyl ester [16801-63-1] C14H17NO3 FW 247.29

O

HNCbz

694541-1G 1 g

694541-5G 5 g

N,N′-Bis(2,6-diiso­pro­pyl­phenyl)ethylene­di­amine,­95%­ 8

N,N′-Bis(2,6-diiso­pro­pyl­phenyl)-1,2-ethane­di­amine­[134030-22-1] C26H40N2 FW 380.61

i-PrHN

NH

i-Pri-Pr

i-Pr

693960-1G 1 g

693960-5G 5 g

N,N′-Di-sec-butyl-p-phenylene di amine, 95% 8

[101-96-2] C14H24N2 FW 220.35

HN

CH3

CH3NH

CH3

H3C

≥94.0%­­(GC)

90502-10ML 10 mL

90502-50ML 50 mL

1,2-Phenylene­di­amine,­≥99%­ 8

OPD; 1,2-Di amino benz ene; o-Phenylene di amine [95-54-5] C6H8N2 FW 108.14

NH2

NH2

694975-1G 1 g

694975-5G 5 g

1,4-Phenylene­di­amine,­≥99%­ 8

p-Phenylene di amine; 1,4-Di amino benz ene; 1,4-Ben zene di amine[106-50-3] C6H8N2 FW 108.14

NH2

H2N

695106-1G 1 g

695106-5G 5 g

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Oth

er

Halo

gen

ate

d

Su

bst

rate

s

Other Halogenated Substrates for Cross-Coupling6-Bromo-5-fluoro indole, 97% 8

[259860-08-7] C8H5BrFN FW 214.03 Br N

H

F

691526-250MG 250 mg

691526-1G 1 g

4-Bromo thia zole, 97% 8

[34259-99-9] C3H2BrNS FW 164.02

N

S

Br

697907-1G 1 g

6-Chloro-2-fluoro purine, 97% 8

[1651-29-2] C5H2ClFN4 FW 172.55

N

N NH

N

Cl

F

680060-250MG 250 mg

6-Chloro-7-deaza purine, 97% 8

4-Chloro-7H-pyrrolo[2,3-d]pyrimi dine [3680-69-1] C6H4ClN3 FW 153.57

N

N NH

Cl

699489-1G 1 g

2-Amino-5-bromo ben zene sulfo n amide, 97% 8

[54734-84-8] C6H7BrN2O2S FW 251.10

SO

ONH2

NH2

Br

682470-250MG 250 mg

682470-1G 1 g

3-Chloro-4-iodo benzo tri fluoride, 97%[141738-80-9] C7H3ClF3I FW 306.45 I

Cl

CF3

673846-1G 1 g

3-Chloro isatoic anhydride, 95% 8

3-Chloro-2H-3,1-benzoxa zine-2,4(1H)-dione [63497-60-9] C8H4ClNO3 FW 197.58 N

H

O

O

OCl

691739-1G 1 g

4-Chloro isatoic anhydride, 97% 8

7-Chloro-2H-3,1-benzoxa zine-2,4(1H)-dione; 7-Chloro isatoic anhydride [40928-13-0] C8H4ClNO3 FW 197.58

NH

O

O

Cl O

691720-1G 1 g

6-Bromo quino xaline, 96% 8

[50998-17-9] C8H5BrN2 FW 209.04

N

NBr

698741-1G 1 g

698741-5G 5 g

2-Bromo-3-methyl benzo nitrile, 97% 8

[263159-64-4] C8H6BrN FW 196.04

CN

BrCH3

697176-1G 1 g

697176-5G 5 g

2-Bromo-4-methyl benzo nitrile, 97% 8

[42872-73-1] C8H6BrN FW 196.04

CN

BrH3C

697206-5G 5 g

697206-25G 25 g

2-Bromo-5-methyl benzo nitrile, 97% 8

[42872-83-3] C8H6BrN FW 196.04

CN

Br

H3C

697168-1G 1 g

5-Bromo-2-methyl benzo nitrile, 97% 8

[156001-51-3] C8H6BrN FW 196.04

CN

CH3

Br

694827-1G 1 g

694827-5G 5 g

5-Chloro-2-methyl benzo nitrile, 97% 8

[50712-70-4] C8H6ClN FW 151.59

CNCl

CH3

696358-5G 5 g

696358-25G 25 g

2-Fluoro-6-methyl benzo nitrile, 97% 8

[198633-76-0] C8H6FN FW 135.14

CH3

F

CN

686689-1G 1 g

3-Fluoro-4-methoxy benzo nitrile, 97% 8

[331-62-4] C8H6FNO FW 151.14

CN

FH3CO

675822-5G 5 g

1-Boc-4-bromo pyra zole, 97% 8

C8H11BrN2O2 FW 247.09

N

Br

N

Boc

694266-1G 1 g

694266-10G 10 g

1,3,6-Tri chloro iso quino line, 97% 8

C9H4Cl3N FW 232.49

N

Cl

ClCl

691852-1G 1 g

2-Chloro-4-(4-bromo phenyl)thia zole, 97% 8

[3884-33-1] C9H5BrClNS FW 274.56 N

S

Br

Cl

688177-1G 1 g

11Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contact your local Sigma-Aldrich office, or visit safcglobal.com.

Oth

er H

alo

gen

ate

d

Su

bstra

tes

2-Chloro-4-(4-chloro phenyl)thia zole, 97% 8

[2103-96-0] C9H5Cl2NS FW 230.11 N

S Cl

Cl

688169-1G 1 g

4-Bromo quino line, 95% 8

[3964-04-3] C9H6BrN FW 208.05

N

Br

693944-1G 1 g

6-Bromo quino line, 97% 8

[5332-25-2] C9H6BrN FW 208.05 N

Br

697893-1G 1 g

697893-5G 5 g

(4-Bromo benzoyl)aceto nitrile, 97% 8

3-(4-Bromo phenyl)-3-oxo propane nitrile; p-Bromo benzoyl-aceto­nitrile;­4-Bromo-β-oxo-ben­zene­propane­nitrile­[4592-94-3] C9H6BrNO FW 224.05

OCN

Br

676330-5G 5 g

4-(4-Bromo phenyl)-2-hydroxy thia zole, 96% 8

4-(4-Bromo phenyl)-2-thia zol ol [3884-34-2] C9H6BrNOS FW 256.12

N

S OH

Br

688126-5G 5 g

4-(4-Bromo phenyl)-2-thia zole thiol, 97% 8

[2103-95-9] C9H6BrNS2 FW 272.18 N

S SH

Br

686158-1G 1 g

686158-5G 5 g

4-(4-Chloro phenyl)-2-hydroxy thia zole, 97% 8

4-(4-Chloro phenyl)-2-thia zol ol [2103-98-2] C9H6ClNOS FW 211.67

N

S

Cl

OH

688134-5G 5 g

2-Chloro-4-phenyl thia zole, 97% 8

[1826-23-9] C9H6ClNS FW 195.67 N

S Cl

688150-1G 1 g

5,7-Dichloro-1-indan one, 97% 8

5,7-Dichloro-2,3-dihydro inden-1-one [448193-94-0] C9H6Cl2O FW 201.05

OCl

Cl

692107-1G 1 g

5,7-Difluoro-1-indan one, 97% 8

5,7-Difluoro-2,3-dihydro­inden-1-one­[84315-25-3] C9H6F2O FW 168.14

OF

F

692093-1G 1 g

2-Chloro quino line-3-carbo nitrile, 97% 8

[95104-21-5] C10H5ClN2 FW 188.61 N

CN

Cl

687790-250MG 250 mg

687790-1G 1 g

2,7-Dibromo­naph­thalene,­≥99.0%­(HPLC)­ 8

[58556-75-5] C10H6Br2 FW 285.96

Br Br

690171-1G 1 g

690171-5G 5 g

3-Bromo-2-naph thol, 99% 8

[30478-88-7] C10H7BrO FW 223.07

OH

Br

≥98.5%­­(HPLC)

690120-1G 1 g

690120-5G 5 g

7-Bromo-2-naph thol, 99% 8

[116230-30-9] C10H7BrO FW 223.07

OHBr

≥98.5%­­(HPLC)

690244-1G 1 g

690244-5G 5 g

Ethyl (2-bromo-5-fluoro benzoyl)acetate, 97% 8

C11H10BrFO3 FW 289.10

O

O

O

CH3

Br

F

695742-1G 1 g

695742-5G 5 g

Ethyl (5-bromo-2-fluoro benzoyl)acetate, 97% 8

C11H10BrFO3 FW 289.10

O

O

O

CH3

F

Br

695750-1G 1 g

695750-5G 5 g

4-(4-Bromo phen oxy)phenol, 97% 8

[13320-48-4] C12H9BrO2 FW 265.10 O

OHBr

695351-5G 5 g

695351-25G 25 g

4-(4-Chloro phen oxy)phenol, 97% 8

[21567-18-0] C12H9ClO2 FW 220.65 O

OHCl

695343-5G 5 g

695343-25G 25 g

4-(4-Fluoro phen oxy)phenol, 97% 8

[1524-19-2] C12H9FO2 FW 204.20 O

F OH

695378-5G 5 g

695378-25G 25 g

2-(tert-Butyl dimethyl silyl oxy)-6-bromo naph thalene, 97%C16H21BrOSi FW 337.33

Br

O SiCH3

CH3

t-Bu

684554-5G 5 g

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