(S)-2-((tert-Butyl dimethylsilyloxy)methyl)-N-(1-(3-(3-chloro-4-cyano phenyl)-1H-pyrazol-1-yl)propan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxamide → (S)-N-(1-(3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-2-(hydroxymethyl)-1H-imidazole-4-carboxamide hydrochloride

Participants

Reaction Steps

(S)-2-((tert-Butyldimethylsilyloxy)methyl)-N-(1-(3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxamide (0.4 g, 15.9 mmol) in 6 N HCl (25 ml) was stirred at 45° C. for 24 h. The resulting mixture was evaporated completely and triturated twice from diethyl ether. In the end all precipitates were combined. Yield 200 mg. 1H-NMR (400 MHz; DMSO-d6): δ 1.19 (d, 3H), 4.31-4.34 (m, 3H), 4.68 (s, 2H), 6.93 (s, 1H), 7.89-7.95 (m, 3H), 8.05 (s, 1H), 8.30 (s, 1H), 9.15 (d, 1H), 14.8 (bs, 1H).

Provenance & Evidence