ChemicalBook CAS DataBase List 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid synthesis

4synthesis methods

Product Name:5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid
CAS Number:800401-68-7
Molecular formula:C8H5ClN2O2
Molecular Weight:196.59

ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

800401-67-6

5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

800401-68-7

GENERAL METHOD: To a stirred solution of ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate (1.3 mmol) in ethanol (12 mL) was added 2 M sodium hydroxide solution (1.7 mmol, 1.1 mL). The reaction mixture was heated to reflux for 1 h (for the synthesis of 5-chloro-6-azaindole-2-carboxylic acid) or 2 h (for the synthesis of other derivatives). After evaporation to remove the solvent, water (10 mL) was added and the pH was adjusted with acetic acid to 4.0. The precipitate was collected by filtration and the resulting solid was dried in a desiccator to give the target product 5-chloro-6-azaindole-2-carboxylic acid.

800401-67-6 Synthesis

800401-67-6
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$98.00/50mg

800401-68-7
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$65.00/50 mg

Yield: 71%

Reaction Conditions:

with sodium hydroxide in ethanol for 2 h;Reflux;

Steps:

3.1.6. General Procedure for the Preparation of 1H-pyrrolo[2,3-c]pyridine-2-carboxylic Acids 10a-d
General procedure: To a stirred solution of 9a-d (1.3 mmol) in EtOH (12 mL) 2M NaOH was added (1.7 mmol, 1.1 mL).The reaction mixture was heated under reflux for 1h (10a) or 2h (10b) and the solvent was evaporated.Water (10 mL) was added and acetic acid was added until pH 4.0. The desired product was filtered off,dried into the desiccators to afford the desired product.

References:

Parrino, Barbara;Span, Virginia;Carbone, Anna;Barraja, Paola;Diana, Patrizia;Cirrincione, Girolamo;Montalbano, Alessandra [Molecules,2014,vol. 19,# 9,p. 13342 - 13357]

127-17-3 Synthesis