1-Butanol → HCID 66598916, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[(2,4-dichloro-3-fluorophenyl)carbonyl]-2-piperazinone (I37)(244 mg, 0.839 mmol) in dry dichloromethane (DCM) (2098 μl) was stirred at room temperature under an atmosphere of argon. Triethyloxonium tetrafluoroborate (175 mg, 0.923 mmol) was added and the resulting mixture was stirred for ¾ hours. After this time, 5-isothiazolecarbohydrazide (I84) (153 mg, 1.069 mmol) was added and the resulting mixture was stirred at room temperature for 60 hours (over the weekend). 1-Butanol (2098 μl) was added and the reaction mixture was heated to 110° C. for 2 hours. The solution was allowed to cool to room temperature and the solvent was removed under reduced pressure. The residue was partitioned between DCM (approx 40 ml) and NaHCO3 (saturated aqueous solution approx. 20 ml). The organic phases were dried over MgSO4, filtered and concentrated under reduced pressure to give a pale yellow coloured solid. The solid was purified using MDAP to give a white coloured solid.

Provenance & Evidence