156270-06-3

Solid

7-Azaindole-3-carboxylic acid is a reactant for synthesis of azaindol derivatives as new acrosin inhibitors and for preparation of triazoles via regioselective heterocyclizaiton reactions. It is also a reactant for synthesis of azaindolylcarboxy-endo-tropanamide.

(1) (1H-pyrrolo[2,3-b]pyridin-3-yl)methanol was used as a raw material and reacted with formaldehyde under microwave radiation at a molar ratio of 1:1.2. In the reaction system, the concentration of 7-azaindole to water was 1 mol/L, the molar ratio of 7-azaindole to tetramethylguanidine was 2:5, and the mass ratio of 7-azaindole to MFI zeolites was 6:7. (2) The 7-azaindole obtained from step (1) was The 7-azaindole-3-methanol was dissolved in dichloromethane, heated to 50 °C, KMnO4 was added (the molar ratio of 7-azaindole-3-methanol to KMnO4 was 12:15) and mixed thoroughly. The reaction mixture was stirred for 3 hours, then filtered, the filtrate was evaporated under reduced pressure, and the resulting solid was purified by recrystallization to give 7-azaindole-3-carboxylic acid in 94.3% yield and 99.3% purity.

[1] Patent: CN107903261, 2018, A. Location in patent: Paragraph 0021-0031; 0035-0038; 0042-0045; 0049-0059