Ethyl bromoacetate → HCID 67016579, compound

Participants

Reaction Steps

A solution of (±)-tert-butyl 2-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate (50.0 mg, 0.170 mmol, described in Intermediate 48) and sodium hydride (8.15 mg, 0.204 mmol, 60% dispersion in mineral oil) in DMF (1 mL) was stirred at ambient temperature for 0.5 h. Ethyl bromoacetate (0.023 mL, 0.204 mmol) was added and stirring continued for 16 h. The reaction mixture was purified by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H—90:10:0.1 to 5:95:0.1. The pure, product-containing fractions were neutralized with saturated aqueous NaHCO3 (10 mL) and extracted with CH2Cl2 (3×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z=381 (M+1).

Provenance & Evidence