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
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
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.
N-Bromosuccinimide Price
- 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
- Product number
- C422018
- Product name
- 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
- Packaging
- 50mg
- Price
- $55
- Updated
- 2021/12/16
- 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
- Product number
- FC142060
- Product name
- 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid
- Packaging
- 100mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 4H21-5-V6
- Product name
- 4-Chloro-7-azaindole-5-carboxylic acid
- Purity
- 97%
- Packaging
- 250mg
- Price
- $84
- Updated
- 2021/12/16
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
1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- Suppliers
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- Country
- India
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View Lastest Price from 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- manufacturers
- 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
- 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
- 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