反应详情

To 2-[1-(cyclopropylmethyl)-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-1H-isoindole-1,3(2H)-dione (4d) (126 mg) dissolved in MeOH (4 mL) was added hydrazine hydrate (0.033 mL) and the mixture was stirred overnight at RT. A white precipitate formed in solution. The reaction mixture was diluted with ether and the precipitate was filtered and washed with ether. The etheral filtrate was concentrated and the resulting residue dissolved in DCM. The DCM solution was washed with H2O and brine, dried (Na2SO4) and concentrated to an oil. The diastereomeric mixture was separated via preparative plate chromatography (eluent 10% MeOH/DCM) to give (7R)-3-amino-1-(cyclopropylmethyl)-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-one (4f) (28 mg) and (7S)-3-amino-1-(cyclopropylmethyl)-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-one (4e) (40 mg) (combined yield of 82%).

1. customA white precipitate formed in solution
2. filtrationthe precipitate was filtered
3. washwashed with ether
4. concentrationThe etheral filtrate was concentrated
5. dissolutionthe resulting residue dissolved in DCM
6. washThe DCM solution was washed with H2O and brine
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated to an oil
9. customThe diastereomeric mixture was separated via preparative plate chromatography (eluent 10% MeOH/DCM)