1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) → HCID 71093128, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (intermediate E6.1) (372 mg, 1.15 mmol) in dichloromethane (10 ml) was added at 0° C. 4,4′-(chloro(phenyl)methylene)bis(methoxybenzene) (585 mg, 1.73 mmol). The reaction mixture was stirred at 23° C. for 16 hours. Extraction with water, then drying of the organic layer over Na2SO4, filtration, evaporation. Chromatography on 20 g silica gel with ethyl acetate/heptane 0-50% gave the (S)—N-(bis(4-methoxyphenyl)(phenyl)methyl)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (725 mg, 1.1 mmol, 95.6% yield) as a white foam. MS (ISP): m/z=625.2 [M+H]+ and 627.3 [M+2+H]+.

Provenance & Evidence