HCID 71112643, compound → HCID 86712811, compound

Participants

Reaction Steps

A solution of (S)-5,5-difluoro-4-fluoromethyl-4-(2-fluoro-5-nitro-phenyl)-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate F7.1) (38.2 mg, 120 μmol) in ethanol (2 ml) was hydrogenated at atmospheric pressure using palladium (10% on carbon) (6.4 mg, 6 μmol) as the catalyst during 15 hours at room temperature. The reaction mixture was filtrated over a layer of Dicalite®, which was washed with ethanol (2×10 ml). The combined solutions of ethanol were evaporated at reduced pressure. The (S)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-fluoromethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (36 mg, quantitative yield) was obtained as a light red solid and was engaged in the following step without further purification. MS (ISP): m/z=278.2 [M+H]+.

Provenance & Evidence