Hydrochloric Acid → HCID 178484640, compound

Participants

Reaction Steps

To a stirred solution 5-benzyloxy-6-hydroxy-2-(1-pyridin-2-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amide (442) (180 mg, 0.313 mmol) of in tetrahydrofuran (10 mL), was added 1N HCl (2 mL), then this reaction mixture was stirred for 1 h, at room temperature, After completion of the reaction, volatiles were removed from the reaction mixture and the residue was diluted with water (10 mL) and pH was adjusted with NaHCO3 to 8. The quenched mass was extracted with ethyl acetate (2×50 mL). The combined extracts were dried and concentrated. The resulting crude product was purified by normal silica gel (100-200 mesh) column chromatography using 50-60% ethyl acetate in hexane as a gradient polarity mobile phase to get 5-benzyloxy-6-hydroxy-2-(1-pyridin-2-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-methyl-amide (443).

Provenance & Evidence