Oxalyl chloride → HCID 67976961, compound

Participants

Reaction Steps

To a solution of 7-cyanoimidazo[1,2-a]pyridine-3-carboxylic acid (0.0527 g, 0.282 mmol) in 0.200 mL of CH2Cl2 was added a drop of DMF followed by oxalyl chloride (1.1 equivalents, 2M CH2Cl2). The reaction was stirred for 5 minutes until bubbling ceased. 1-Benzyl-1H-indazol-4-amine (0.0629 g, 0.282 mmol) was added as a solution in 0.600 mL of CH2Cl2 followed by DIEA (1.2 equivalents). The reaction was stirred at ambient temperature overnight. The reaction was concentrated and the solids were washed with Et2O, water, 2M Na2CO3, water, and finally with Et2O again to provided the desired product as a beige solid 0.072 g (65%). MS (ES+APCI) m/z=393 (M+H).

Provenance & Evidence