Methanol → HCID 57751898, compound

Participants

Reaction Conditions

Reaction Steps

Charge 4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-1-methyl-1H-imidazol-2-yl)piperidin-1-yl)-5-(3-methyl-3-(trimethylsilyloxy)but-1-ynyl)-7H-pyrrolo[2,3-d]pyrimidine (0.21 g, 1.0 eq) and THF (2 mL) in a round bottom flask. Cool the reaction mass to 0° C. Add tetra-buytlammonium fluoride (0.19 mL, 2.0 eq) drop wise. Stir the reaction mass at RT for 40 min. Monitor the reaction by TLC (10% MeOH in DCM). Charge ethyl acetate and give washing with saturated sodium bicarbonate solution and saturated aq. sodium chloride. Dry the organic layer over anhy. Na2SO4 and concentrate it under vacuum. Crystallize the product in diethyl ether and filtered it to give 4-(4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-1-methyl-1H-imidazol-2-yl)piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbut-3-yn-2-ol (0.11 g, 64%). MS (M+H): m/z=474.6.

Provenance & Evidence