798545-30-9

1296950-96-3

General procedure for the synthesis of 6-bromoquinoline-3-carboxamide from 6-bromoquinoline-3-carboxylic acid: Step 1: To a suspension of 6-bromoquinoline-3-carboxylic acid (0.50 g, 1.98 mmol) in dichloromethane (10 ml) was slowly added oxalyl chloride (327 mg, 0.22 ml, 2.58 mmol) followed by dropwise addition of DMF (3 drops). Mild gas escape was observed during the reaction. The reaction mixture was stirred at room temperature for 2 h and subsequently concentrated by rotary evaporation to give a white solid. The residue was resuspended in ether (10 ml) and 28% aqueous ammonium hydroxide solution (2.0 ml, 16.0 mmol) was slowly added. The mixture was stirred vigorously at room temperature for 2 h. After completion of the reaction, the precipitate was collected by filtration and washed sequentially with water and ether. The product was dried under high vacuum to give 457 mg (92% yield) of 6-bromoquinoline-3-carboxamide as a beige solid.