Chlorotrimethylsilane → HCID 178496382, compound

Participants

Reaction Steps

A suspension of 6.9 g (30 mmol) of 2-(4-aminophenyl)-4-hydroxy-5-pyrimidine carboxylic acid and 400 ml of dichloromethane is stirred at room temperature and 16.6 ml (120 mmol) of triethylamine is added followed by 11.3 ml (90 mmol) of chlorotrimethylsilane. The mixture is stirred at room temperature for 30 min and 3.2 ml (30 mmol) of methoxyacetyl chloride in 10 ml of dichloromethane is added dropwise at 0°. The resulting mixture is stirred for 18 hrs at room temperature and 15 ml of water and 50 ml of methanol are added. The solid is filtered, washed, and dried to give 8.2 g of 2-[4-(methoxyacetylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid. An additional 3.2 g is obtained by evaporation of the filtrate. After recrystallization from dimethyl sulfoxide-water, the material has mp 297°-300° dec.

Provenance & Evidence