3(RS)-(3-Biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl]succinamic Acid Benzyl Ester → 3(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl)succinamic acid

HRID 2300013Notes

Reaction equation

HRID 2300013 reaction equation
C([O:8][C:9](=[O:40])[CH2:10][CH:11]([N:23]1[CH:27]=[CH:26][N:25]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:30][CH:29]=2)[CH2:24]1)[C:12]([NH:14][C@H:15]1[CH2:21][CH2:20][CH2:19][CH2:18][NH:17][C:16]1=[O:22])=[O:13])C1C=CC=CC=1>CCO>[C:31]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:30]=[CH:29][C:28]([N:25]2[CH:26]=[CH:27][N:23]([CH:11]([C:12]([NH:14][C@H:15]3[CH2:21][CH2:20][CH2:19][CH2:18][NH:17][C:16]3=[O:22])=[O:13])[CH2:10][C:9]([OH:40])=[O:8])[CH2:24]2)=[CH:33][CH:32]=1

Participants

3

Reactant 1

HCID 538468843(RS)-(3-Biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl]succinamic Acid Benzyl Ester

Product 1

HCID 183413213(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl)succinamic acidYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the procedure described in Example 1(a), a suspension of 3(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl)succinamic acid benzyl ester in EtOH was hydrogenolyzed after 90 minutes to provide 779 mg(94%) of 3(RS)-(3-biphenyl-4-yl-1H-imidazol-1-yl)-N-(hexahydroazepin-2-on-3(S)-yl)succinamic acid as a solid. FABMS: 447 (C25H27N4O4; M+H+).

Sources & evidence

ORD record
ord-c6bb937bd8a74d0cab824401c25de4dc
Source dataset
uspto-grants-2002_12
Patent number
US06495699B2

Reaction notes

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