Imidazole → HCID 118272464, compound

Participants

Reaction Steps

Di(1H-imidazol-1-yl)methanone (197 mg, 1.217 mmol) was added to a stirred mixture of 1H-imidazole (166 mg, 2.434 mmol) and 6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-amine (250 mg, 0.608 mmol) in CH2Cl2 (4 ml) and the mixture was stirred at room temperature for overnight. The second day, 3,3-difluoroazetidine hydrochloride (190 mg) was added and the mixture was heated at 50° C. for 3 hours, LCMS and TLC showed clean reaction. The mixture was directly loaded to a silica gel column eluting with EtOAc/Hexane=0% to 100% gradient to give N-(6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)-3,3-difluoroazetidine-1-carboxamide (320 mg, 0.604 mmol, 99% yield).

Provenance & Evidence