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4-Chloro-7-azaindole

4-Chloro-7-azaindole Structure
4-Chloro-7-azaindole structure
CAS No.
55052-28-3
Chemical Name:
4-Chloro-7-azaindole
Synonyms
4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE;IFLAB-BB F2108-0145;SW-61;SWF-61;oro-7-azaindoL;4-Chlro-7-Azindole;4-chloro-7-azindole;4-CHLORO-7-AZAINDOLE;4-Chloro-7-Nazaindole;4-Chloro-7-azaindole ,97%
CBNumber:
CB5364013
Molecular Formula:
C7H5ClN2
Molecular Weight:
152.58
MDL Number:
MFCD08272232
MOL File:
55052-28-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-04 16:00:12
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4-Chloro-7-azaindole Properties

Melting point 176-181 °C
Density 1.425±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form solid
pka 12.98±0.40(Predicted)
color Light yellow to brown
Water Solubility Slightly soluble in water.
InChI InChI=1S/C7H5ClN2/c8-6-2-4-10-7-5(6)1-3-9-7/h1-4H,(H,9,10)
InChIKey HNTZVGMWXCFCTA-UHFFFAOYSA-N
SMILES C12NC=CC1=C(Cl)C=CN=2
CAS DataBase Reference 55052-28-3(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H315-H318-H335
Precautionary statements  P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  22-37/38-41
Safety Statements  26-39
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
HazardClass  IRRITANT
HazardClass  6.1
PackingGroup  Ⅲ
HS Code  29339900
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
3 0

4-Chloro-7-azaindole price More Price(104)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 696218 4-Chloro-7-azaindole 97% 55052-28-3 250mg $111 2023-01-07 Buy
Sigma-Aldrich 696218 4-Chloro-7-azaindole 97% 55052-28-3 1g $356 2023-01-07 Buy
TCI Chemical C2470 4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) 55052-28-3 1g $67 2026-04-30 Buy
TCI Chemical C2470 4-Chloro-1H-pyrrolo[2,3-b]pyridine >97.0%(GC)(T) 55052-28-3 200mg $19 2026-04-30 Buy
Usbiological 267693 4-Chloro-7-azaindole Asreported 55052-28-3 5g $355 2026-06-03 Buy
Product number Packaging Price Buy
696218 250mg $111 Buy
696218 1g $356 Buy
C2470 1g $67 Buy
C2470 200mg $19 Buy
267693 5g $355 Buy

4-Chloro-7-azaindole Chemical Properties, Uses, Production

Description

4-Chloro-7-azaindole belongs to the class of azaindole compounds, which has anticancer, antibacterial, antiviral and other biological activities. 4-Chloro-7-azaindole is mainly used as an organic intermediate in the preparation of 7-azaindole derivatives, GDC-0575, and Janus kinase inhibitors.

Chemical Properties

White to brown solid

Uses

4-Chloro-7-azaindole can be used as a useful intermediate for drug discovery research.

Uses

A useful intermediate for drug discovery research such as used in the synthesis of 7-azaindole derivatives, synthetic cytokinin analogues.

Preparation

Using 7-azaindole as the raw material, hydrogen peroxide was used to carry out N-oxidation reaction to generate N-oxide. In the reaction between POCl and N-oxide, diisopropylethylamine (DIPEA) was added as a catalyst to increase the yield. After the reaction was completed, 4-Chloro-7-azaindole was obtained by alkalization treatment with a yield of up to 85.6%.

Synthesis Reference(s)

The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571

Synthesis

7-Azaindole

271-63-6

4-Chloro-7-azaindole

55052-28-3

7-Azaindole (3.6 g, 30 mmol) was used as raw material and dissolved in a mixed solvent of dimethoxyethane (17 ml) and heptane (33 ml). Subsequently, m-chloroperoxybenzoic acid (mCPBA) (8.1 g, 77% purity) was added and the reaction mixture was stirred at room temperature. After completion of the reaction, the mixture was filtered through filter paper and the filter cake was washed using a mixture of dimethoxyethane (34 ml) and heptane (64 ml). Phosphorus trichloride oxide (POCl3) (22 ml, 0.24 mol) was added to the filtrate and heated to reflux at 80°C for 18 hours. At the end of the reaction, the mixture was cooled to room temperature, diluted with water (150 ml) and the pH was adjusted to 10 with 6N sodium hydroxide (NaOH) solution.The resulting solid was collected by filtration through filter paper to afford the target product 4-chloro-7-azaindole (1) as a light orange solid (3.9 g, 85% yield).

References

[1] Patent: KR101548492, 2015, B1. Location in patent: Paragraph 0048; 0049
[2] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 3, p. 217 - 220
[3] Patent: EP2487180, 2012, A1. Location in patent: Page/Page column 20
[4] Patent: WO2011/23081, 2011, A1
[5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 8, p. 3218 - 3226

4-Chloro-7-azaindole synthesis

271-63-6
55052-28-3
Synthesis of 4-Chloro-7-azaindole from 7-Azaindole

4-Chloro-7-azaindole Preparation Products And Raw materials

Raw materials

7-Azaindole 3-Chloroperoxybenzoic acid Phosphorus oxitrichloride Benzoic acid, 3-chloro-, compd. with 7-hydroxy-7H-pyrrolo[2,3-b]pyridine (1:1) Methanesulfonyl chloride
7-Oxide-7-azaindole Heptane 1,2-Dimethoxyethane trichlorophosphate

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Preparation Products

4-Cyano-7-azaindole 4-Hydroxymethyl-7-azaindole 4-Chloro-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate
7-Azaindole-4-carboxylic acid 4-Methoxy-7-azaindole 4-Iodo-7-azaindole (4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-dimethyl-amine

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4-Chloro-7-azaindole Suppliers

Global Suppliers ( 568)
Supplier Tel Email Country ProdList Advantage
ITIC MEDCHEM(SUZHOU) CO.,LTD. 0512-68323967 18015559028 sales@iticmedchem.com China 528 61
Shanghai Arbor Chemical Co., Ltd. 021-60451683 15021268886 sales@arborchemical.com China 765 55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 13913916777 cfzhang@aikonchem.com China 19902 55
goldenchemical 18651817751 xisiyu@goldenchemical.com China 1441 58
Shanghai Wanyue Biological Medicine Co., LTD 17502177640 977963479@qq.com China 19 58
Shanghai Meilv Pharmatech Co. Ltd 21-53530655 18930806002 652583651@qq.com China 307 58
Fuxin F-Block Pharmaceutical Co., Ltd. 15901742157 609923428@qq.com China 76 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
ChemFuture PharmaTech (Jiangsu) Ltd 5108538618 suger.wang@chemfuture.com China 832 65
Supplier Advantage
ITIC MEDCHEM(SUZHOU) CO.,LTD. 61
Shanghai Arbor Chemical Co., Ltd. 55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 55
goldenchemical 58
Shanghai Wanyue Biological Medicine Co., LTD 58
Shanghai Meilv Pharmatech Co. Ltd 58
Fuxin F-Block Pharmaceutical Co., Ltd. 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
ChemFuture PharmaTech (Jiangsu) Ltd 65

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4-Chloro-7-azaindole pictures 2026-09-11 4-Chloro-7-azaindole
55052-28-3
 1G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
4-Chloro-7-azaindole pictures 2026-06-30 4-Chloro-7-azaindole
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 1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
4-Chloro-7-azaindole pictures 2026-02-02 4-Chloro-7-azaindole
55052-28-3
 1g 99% 2000tons Shaanxi Dideu Medichem Co. Ltd

4-Chloro-7-azaindole Spectrum

4-Chloro-7-azaindole(55052-28-3)1HNMR

55052-28-3 (4-Chloro-7-azaindole) Related Search:

Pyridine Indole-3-acetic acid Indole-3-butyric acid Indometacin Clopidol
7-Azaindole 2-Chloro-3-cyanopyridine 2-Chloro-5-chloromethylpyridine tert-butyl 7-oxo-2,6-diazaspiro[3.4]octane-2-carboxylate 1-Benzylazetidin-3-ol
4-Chloro-5-fluoro-2-(Meth... Acetic acid, [(5-chloro-2-pyridinyl)aMino]oxo- Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate 6-Methoxyindole 7-Azabicyclo[2,2,1]heptane hydrochloride
6-Bromo-4-indolecarboxylic acid methyl ester 1-Chloromethyl-1H-1,2,4-triazole Diethyl 1H-pyrrole-2,4-dicarboxylate

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4-CHLORO-7-AZAINDOLE 4-Chloro-1H-pyrrolo[2,3-b]pyridin 4-Chloro-1H-pyrrolo[2,3-β]pyridine 1H-PYRROLO[2,3-B]PYRIDINE, 4-CHLORO- 4-Chloro-7-azaindole ,97% 4-Chloro-7-azaindole,4-Chloro-1H-pyrrolo[2,3-b]pyridine 4-Chloro-1H-pyrrolo[2,3-b]pyridine > oro-7-azaindoL (2S,3R)-3-Carbobenzyloxyamino-1-chloro-4-phenylthiobutane-2-ol SWF-61 SW-61 4-Chloro-7-Nazaindole 4-Chlro-7-Azindole 4-chloro-7-azindole 4-chloro-7-azaindole, 98%min IFLAB-BB F2108-0145 4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 55052-28-3 29274-26-0 55052-28-4 Various Intermediates Heterocycles Indole Derivatives Intermediates Heterocycle-Indole series Azaindoles