Hydrochloric Acid → HCID 178436098, 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-phenylethyl)pyrimidine-4-carboxamide (35) (220 mg, 314 μmol, Eq: 1.00) in tetrahydrofuran (5 ml) was added HCl (1N) (471 μl, 471 μmol, Eq: 1.5) at room temperature. The reaction mixture was stirred for 6 hrs, neutralized with 1N NaOH aq. 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-phenylethyl)pyrimidine-4-carboxamide (36) (white foam, 161.2 mg, 275 μmol, 87.6% yield).

Provenance & Evidence