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ChemicalBook > CAS DataBase List > 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-

1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-

Application
Product Name
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-
CAS No.
920966-03-6
Chemical Name
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-
Synonyms
4-Chloro-7-azaindole-5-ca...;4-Chloro-7-azaindole-5-carboxylic acid;4-Chloro-7-azaindole-5-carboxylicacid95%;4-Chloro-7-azaindole-5-carboxylic acid 95%;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic;4-chloro-1H-pyrrolo[3,2-e]pyridine-5-carboxylic acid;4-Chloro-1H-pyrrol[2,3-b] pyridine-5-carboxylic acid;1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid 95%;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, 5-Carboxy-4-chloro-1H-pyrrolo[2,3-b]pyridine
CBNumber
CB41872095
Molecular Formula
C8H5ClN2O2
Formula Weight
196.59
MOL File
920966-03-6.mol
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1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- Property

Density 
1.644±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
0.70±0.30(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C8H5ClN2O2/c9-6-4-1-2-10-7(4)11-3-5(6)8(12)13/h1-3H,(H,10,11)(H,12,13)
InChIKey
SJZMFAGWKZNYPX-UHFFFAOYSA-N
SMILES
C12NC=CC1=C(Cl)C(C(O)=O)=CN=2
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ADE001004
Product name
4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
Purity
Aldrich
Packaging
1g
Price
$817
Updated
2025/07/31
TRC
Product number
C422018
Product name
4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
Packaging
50mg
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-M2751
Product name
4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
Purity
98.14%
Packaging
250mg
Price
$69
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC142060
Product name
4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
Packaging
100mg
Price
$80
Updated
2021/12/16
SynQuest Laboratories
Product number
4H21-5-V6
Product name
4-Chloro-7-azaindole-5-carboxylic acid
Purity
97%
Packaging
250mg
Price
$84
Updated
2021/12/16
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1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- Chemical Properties,Usage,Production

Application

4-Chloro-1H-pyrrolo[2,3-B]pyridine-5-carboxylic acid is an organic intermediate that can be prepared from 4-chloro-7-azaindole via a three-step reaction. It has been reported in the literature to be used to prepare the compound (S)-4-(3-(2,2,2-trifluoroethylcarbamoyl)piperidin-1-amino)-1H-7-azaindole-5-carboxamide, which is a JAK family inhibitor.

Synthesis

885500-55-0

920966-03-6

General procedure for the synthesis of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid from ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate: to a solution of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (10.5 g, 46.7 mmol) in ethanol (84 mL), was added an aqueous 1 M sodium hydroxide solution ( 140 mL, 140 mmol) and the reaction mixture was stirred at 60 °C for 1.5 hours. Upon completion of the reaction, the mixture was cooled to 4 °C and acidified with 1 M aqueous hydrochloric acid to pH < 7. The precipitated solid was collected by filtration and washed with deionized water to afford 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (9.0 g, 98% yield). The structure of the product was confirmed by 1H-NMR (DMSO-d6) δ: 6.62-6.64 (1H, m), 7.67-7.70 (1H, m), 8.71 (1H, s), 12.32 (1H, br s), 13.22 (1H, br s) and mass spectra (ESI) m/z: 195 (M-H)-.

References

[1] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 5, p. 341 - 353
[2] Patent: WO2007/7919, 2007, A2. Location in patent: Page/Page column 45

1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- 920966-03-6
Price
US $1.00-4.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2025-09-05
Shaanxi Dideu New Materials Co. Ltd
Product
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- 920966-03-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-03-12
Shaanxi Dideu Medichem Co. Ltd
Product
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- 920966-03-6
Price
US $0.10/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10
Release date
2024-08-04

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