Water → HCID 178484773, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 5-benzyloxy-2-biphenyl-2-ylmethyl-6-hydroxypyrimidine-4-carboxylic acid (7-01) (3 g, 7.28 mmol) and [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amine (8-a) (1.51 g, 8.01 mmol) in pyridine (40 mL) was added POCl3 (2 ml, 21.84 mol) at −10° C. The mixture was stirred at 0° C. for 2 h. After completion of the reaction, ice cooled-water (30 mL) was added to the reaction mixture at 0° C. The mixture was extracted with ethyl acetate (4×200 mL). The separated organic part was washed with saturated aqueous solution of NaHCO3, dried and concentrated to get a crude product which was purified by normal silica column using 40% ethyl acetate in hexane to get 5-benzyloxy-2-biphenyl-2-ylmethyl-6-hydroxypyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]methyl-amide (9-01) (2.1 g, 49.4%) as a yellow sticky mass.

Provenance & Evidence