1H-Indazole-3-carboxamide

Production Method;
General steps for the synthesis of 1H-Indazole-3-carboxamide from indazole-3-carboxylic acid: Under nitrogen protection, indazole-3-carboxylic acid (0.3 g, 1.86 mmol) was dissolved in anhydrous THF (7 mL). Isobutyl chloroformate (0.39 g, 2.94 mmol) and N-methylmorpholine (NMM) (0.297 g, 2.94 mmol) were added sequentially to the solution. The reaction mixture was stirred at -20 °C for 2 hours. Subsequently, 5 mL of ammonia solution was added to the reaction system, and the mixture was stirred at room temperature for another 1 hour. After the reaction was complete, the reaction mixture was diluted with ethyl acetate (5 mL) and then washed with water (2 × 10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography with dichloromethane/methanol (95:5, v/v) as the eluent to give a white crystalline product 1H-Indazole-3-carboxamide (0.41 g, yield 85%) with a melting point of 284-286°C.

Uses:
Primarily used in the synthesis of intermediates.