Hydrochloric Acid → HCID 178523453, compound

Participants

Reaction Steps

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-amide (346) (290 mg, 0.48 mmol) in tetrahydrofuran (15.0 mL) was added 1N HCl (3.0 mL) at room temperature and the reaction mixture was stirred for 1 h at the same temperature (silica TLC, 5% methanol in dichloromethane/SiO2/UV, Rf=0.5). The tetrahydrofuran was removed in vacuum and the solid obtained was filtered through a sintered funnel, washed with water and ether and dried in vacuum to get pure 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-amide (347) (140 mg, 59%) as a white solid.

Provenance & Evidence