Imidazole → HCID 131734500, compound

Participants

Reaction Steps

CDI (395 mg, 2.434 mmol) was added to a stirred, room temperature mixture of 6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-amine (500 mg, 1.217 mmol) 6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-amine and imidazole (331 mg, 4.87 mmol) in tetrahydrofuran (12 mL), and the mixture was stirred at room temperature for overnight. 2,2-Difluoroethanol (0.231 mL, 3.65 mmol) was added to the mixture, and the resultant mixture was kept stirring at room temperature for 2 h before the reaction mixture was heated up to 60° C. for overnight. The mixture was cooled and concentrated, and the residue was loaded directly purified with silica gel column chromatography eluting with EtOAc/isohexane=25%, to give 2,2-difluoroethyl(6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)carbamate (570 mg, 1.098 mmol, 90% yield) as a white solid. MS ESI calc'd. for C28H22ClF2N4O2 [M+H]+ 519. found 519.

Provenance & Evidence