Chloroacetyl chloride → HCID 66836087, compound

Participants

Reaction Steps

To a solution of intermediate 2b (210 mg, 0.72 mmol) and Et3N (0.50 mL, 3.58 mmol) in CH2Cl2 (8 mL) at 0° C. was added chloroacetyl chloride (0.086 mL, 1.07 mmol). The reaction was slowly warmed up to room temperature in 3 h. It was quenched with aq. NaHCO3 and extracted with CH2Cl2. The organic solution was dried over Na2SO4 and concentrated. To a solution of the above crude product (150 mg, 0.41 mmol) in DMF (3 mL) at 0° C. was added NaH (60% in oil, 24 mg, 0.60 mmol). The reaction was slowly warmed up to room temperature in 3 h. It was quenched with H2O and extracted with EtOAc. The organic solution was washed with aq. NaCl, dried over Na2SO4 and concentrated. Purification by column chromatography (silica gel, 3% MeOH/CH2Cl2) gave intermediate 2c as white solid (47 mg).

Provenance & Evidence