(-)-(6R,7S)-6-cyclopropyl-7-dibenzylamino-2-fluoro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one → (6R,7S)-7-Amino-6-cyclopropyl-2-fluoro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one

HRID 1348633Notes

Reaction equation

HRID 1348633 reaction equation
[CH:1]1([C@@H:4]2[C@H:10]([N:11](CC3C=CC=CC=3)CC3C=CC=CC=3)[C:9](=[O:26])[NH:8][C:7]3[CH:27]=[C:28]([F:31])[CH:29]=[CH:30][C:6]=3[O:5]2)[CH2:3][CH2:2]1>CO.[Pd]>[NH2:11][C@@H:10]1[C:9](=[O:26])[NH:8][C:7]2[CH:27]=[C:28]([F:31])[CH:29]=[CH:30][C:6]=2[O:5][C@@H:4]1[CH:1]1[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 21091432(-)-(6R,7S)-6-cyclopropyl-7-dibenzylamino-2-fluoro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one

Product 1

HCID 67076824(6R,7S)-7-Amino-6-cyclopropyl-2-fluoro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared by hydrogenation of (−)-(6R,7S)-6-cyclopropyl-7-dibenzylamino-2-fluoro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one in methanol with Pd/C (10%), MS m/e (%): 235.1 (M+H+, 100).

Sources & evidence

ORD record
ord-09fd573965dd4f7dab7e845ca0d60462
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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