Tetrahydro-4H-pyran-4-one → HCID 67221139, compound

Participants

Reaction Steps

A mixture of 6-fluoro-3-(4-piperidinyl)-1,3-benzoxazol-2(3H)-one hydrochloride D6 (270 mg), tetrahydropyran-4-one (200 mg), and titanium tetraisopropoxide (0.6 mL) was stirred at room temperature for 1 h and then methanol (4 mL) and sodium cyanoborohydride (120 mg) were added. After a further 2 h the product was isolated by SCX chromatography and further purified by chromatography on silica gel eluting with 0-10% 2M methanolic ammonia-dichloromethane. Conversion to the hydrochloride salt gave 6-fluoro-3-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-benzoxazol-2(3H)-one hydrochloride E2 (40 mg).

Provenance & Evidence