Acetyl chloride → HCID 86753052, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 4-(6-fluorobenzo[b]thien-3-yl)-1-piperazine-butanamine (3.13 g, 10.2 mmol), triethylamine (1.45 g, 14.3 mmol), and dichloromethane (60 mL) under a nitrogen atmosphere was added acetyl chloride (0.883 g, 11.3 mmol) rapidly. The reaction was stirred at 0° C. for 2 hours and then at room temperature for an additional 1 hour. The reaction was diluted with dichloromethane (140 mL), washed with 5% aqueous NaOH (100 mL), and dried (K2CO3). The solvent was removed in vacuo to give a brown solid. The crude product was chromatographed on silica gel with 10% methanol/dichloromethane as eluent to afford a tan solid. Recrystallization from ethyl acetate gave 1.85 g (52%) of the title compound as beige crystals: m.p.=141 °-142° C.

Provenance & Evidence