Ethyl bromoacetate → HCID 67435462, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of Intermediate 19 (210 mg) in anhydrous N,N-dimethylformamide (3 mL) at 0° C. under an atmosphere of nitrogen was added sodium hydride (40.4 mg) as a 60% by weight suspension on mineral oil in one charge. The reaction mixture was stirred at 0° C. for 30 min. To the reaction mixture was added neat ethyl bromoacetate (0.105 mL) in one charge the reaction was then left stirring at 0° C. for 1 hour and then warmed to ambient temperature and left stirring under nitrogen atm. for 1 hour. The RM was cooled down to 0° C., sodium hydride (40.4 mg) as a 60% by weight suspension on mineral oil was then added in one charge. The reaction mixture was stirred at 0° C. for 30 min. To the reaction mixture was again added neat ethyl bromoacetate (0.105 mL) in one charge the reaction was gradually warmed to ambient temperature under nitrogen atm. overnight. The RM was concentrated under vacuum. The residue was purified by MDAP (Method B). The desired fractions were combined and concentrated under nitrogen blowdown to give the title compound (61 mg).

Provenance & Evidence