Triethyloxonium tetrafluoroborate → HCID 66599238, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[(2,4-dichloro-3-fluorophenyl)carbonyl]-2-piperazinone (I37) (329 mg, 1.13 mmol) in dry dichloromethane (DCM) (1413 μl) was stirred at room temperature under an atmosphere of argon. Triethyloxonium tetrafluoroborate (236 mg, 1.243 mmol) was added and the mixture was stirred for 1 hour. After this time, 5-methyl-1,3-thiazole-2-carbohydrazide (I117) (224 mg, 1.425 mmol) was added and the mixture was stirred for a further 60 hours (over weekend). The solvent was removed under reduced pressure. The resulting residue was dissolved in 1-butanol (1413 μl) and the solution was heated to 110° C. for 4 hours. The solution was concentrated under reduced pressure and the residue dissolved in DCM (approx. 40 ml). The organics were washed with NaHCO3 (sat. aqueous solution approx. 20 ml), before being dried over MgSO4, filtered and concentrated under reduced pressure to give a yellow coloured oil. The oil was chromatographed [SiO2, 0-10% MeOH in DCM] then further purified using MDAP (formic acid method) to give a white coloured solid of desired product in 74 mg.

Provenance & Evidence