1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86732207, compound

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Reaction Conditions

Reaction Steps

To a solution of N-((4S,6S)-4-(3-bromophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (1.15 g, 2.504 mmol) in MeOH 8 mL was added 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine (0.449 ml, 3.01 mmol) and the resulting mixture was heated at 65° C. for 9 h. The mixture was concentrated, and then diluted with EtOAc. The resulting solution was washed with water, saturated NH4Cl solution, dried over sodium sulfate, filtered, concentrated. The crude material was purified by column chromatographed on silica gel using 0-40% EtOAc/Hexane to give (4S,6S)-4-(3-bromophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (0.480 g, 1.352 mmol, 54.0% yield). MS m/z=356.9 [M+H]+. Calculated for C12H11BrF4NO2: 355.1

Provenance & Evidence