1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86732225, compound

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Reaction Conditions

Reaction Steps

To a solution of N-((4S,6S)-4-(2,3-difluorophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (2.2 g, 5.28 mmol) in MeOH (25 mL) was added 1,8-diazabicyclo-[5.4.0]undec-7-ene (0.947 mL, 6.34 mmol) The mixture was heated in a 60° C. oil bath for 22 h. The mixture was concentrated under reduced pressure and the residue was partitioned between EtOAc and water. The separated organic layer was washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and purified by silica gel column (0-40% EtOAc/hexane) to afford (4S,6S)-4-(2,3-difluorophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (1.62 g, 5.19 mmol, 98% yield) as light yellow solid. MS m/z=313.1 [M+H]+. Calculated for C12H10F6N20: 312.2

Provenance & Evidence