4-Chloro-7-azaindole

Product Name: 4-Chloro-7-azaindole
CAS No.: 55052-28-3
Chemical Name: 4-Chloro-7-azaindole
Synonyms: 4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE;SW-61;SWF-61;oro-7-azaindoL;4-Chlro-7-Azindole;IFLAB-BB F2108-0145;4-chloro-7-azindole;4-CHLORO-7-AZAINDOLE;4-Chloro-7-Nazaindole;4-Chloro-7-azaindole ,97%
CBNumber: CB5364013
Molecular Formula: C7H5ClN2
Formula Weight: 152.58
MOL File: 55052-28-3.mol

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4-Chloro-7-azaindole Property

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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 696218
Product name: 4-Chloro-7-azaindole
Purity: 97%
Packaging: 250mg
Price: $111
Updated: 2023/01/07

Sigma-Aldrich

Product number: 696218
Product name: 4-Chloro-7-azaindole
Purity: 97%
Packaging: 1g
Price: $356
Updated: 2023/01/07

TCI Chemical

Product number: C2470
Product name: 4-Chloro-1H-pyrrolo[2,3-b]pyridine
Purity: >97.0%(GC)(T)
Packaging: 1g
Price: $99
Updated: 2025/07/31

TCI Chemical

Product number: C2470
Product name: 4-Chloro-1H-pyrrolo[2,3-b]pyridine
Purity: >97.0%(GC)(T)
Packaging: 200mg
Price: $30
Updated: 2025/07/31

TRC

Product number: C364500
Product name: 4-Chloro-7-azaindole
Packaging: 5g
Price: $450
Updated: 2021/12/16

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4-Chloro-7-azaindole Chemical Properties,Usage,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

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

Uses

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

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

271-63-6

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 Preparation Products And Raw materials

Raw materials

7-Azaindole 3-Chloroperoxybenzoic acid Phosphorus oxitrichloride

Preparation Products

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4-Chloro-7-azaindole Suppliers

Americas 1 Belgium 1 Canada 5 China 419 Europe 1 France 1 Germany 5 India 43 Japan 1 Switzerland 1 The Netherlands 1 United Kingdom 9 United States 58 Global 546

ITIC MEDCHEM(SUZHOU) CO.,LTD.

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View Lastest Price from 4-Chloro-7-azaindole manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: 4-Chloro-7-azaindole 55052-28-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-08

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 4-Chloro-7-azaindole 55052-28-3
Price: US $0.00/G
Min. Order: 1G
Purity: 98%min
Supply Ability: 30kg/month
Release date: 2023-02-22

Shaanxi Dideu Medichem Co. Ltd

Product: 4-Chloro-7-azaindole 55052-28-3
Price: US $0.00-0.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 2000tons
Release date: 2019-12-31

55052-28-3, 4-Chloro-7-azaindoleRelated Search:

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4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE

4-CHLORO-7-AZAINDOLE

4-Chloro-1H-pyrrolo[2,3-b]pyridin

4-Chloro-1H-pyrrolo[2,3-β]pyridine

IFLAB-BB F2108-0145

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 &gt

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

55052-28-3

29274-26-0

Various Intermediates

Heterocycles

Indole Derivatives

Intermediates

Heterocycle-Indole series

Azaindoles