Hydrochloric Acid → HCID 66770470, compound

Participants

Reaction Conditions

Reaction Steps

340 mg of 2-methylpropan-2-yl 4-{[5-(2,6-difluorophenyl)-7-fluoro-2-{[2-(trimethylsilyl)ethoxy]methyl}-2H-pyrazolo[4,3-c]isoquinolin-3-yl]amino}piperidine-1-carboxylate are introduced into 16 ml of methanol and 1.5 ml of THF. After cooling to 0° C. using an ice bath, 2.7 ml of a 4N solution of hydrochloric acid in dioxane are added and the mixture is stirred at RT for 5 h. It is poured into 200 ml of saturated sodium bicarbonate solution and then extracted with ethyl acetate, dried over MgSO4, filtered and concentrated under RP. The product is purified by flash chromatography on silica gel (15-40 μm), eluting with a DCM/methanol/aqueous ammonia mixture (90/10/1 by vol.), to give 180 mg of 5-(2,6-difluorophenyl)-7-fluoro-N-(piperidin-4-yl)-2-{[2-(trimethylsilyl)ethoxy]methyl}-2H-pyrazolo[4,3-c]isoquinolin-3-amine (yellow solid), LC-MS-DAD-ELSD: 528=(M+H).

Provenance & Evidence