Hydrochloric Acid → HCID 178464479, compound

Participants

Reaction Steps

To a stirred solution of 5-(benzyloxy)-N-(2-(tert-butyldimethylsilyloxy)ethyl)-2-((1-(4-chlorophenyl)cyclopentyl)methyl)-6-hydroxy-N-(1,1,1-trifluoropropan-2-yl)pyrimidine-4-carboxamide (42) (138 mg, 199 μmol, Eq: 1.00) in tetrahydrofuran (5 ml) was added HCl (1N) (299 μl, 299 μmol, Eq: 1.5) at room temperature and the reaction mixture was stirred for 4 hrs, neutralized with aqueous 1N NaoH solution, extracted with ethyl acetate, dried (MgSO4), concentrated, and chromatographed (silica gel, gradient, 0 to 5% methanol-dichloromethane) to obtain 5-(benzyloxy)-2-((1-(4-chlorophenyl)cyclopentyl)methyl)-6-hydroxy-N-(2-hydroxyethyl)-N-(1,1,1-trifluoropropan-2-yl)pyrimidine-4-carboxamide (43) (white foam, 102 mg, 176 μmol, 88.5% yield).

Provenance & Evidence