Ethyl 2-amino-4-phenylbutanoate → 1-ethoxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepine-2-one

HRID 647885Notes

Reaction equation

HRID 647885 reaction equation
[NH2:1][CH:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:16]([O:18][C:19]([CH2:21][N:22]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[CH2:26][CH2:25][C:24](=O)[C:23]1=[O:34])=[O:20])[CH3:17]>>[CH2:16]([O:18][C:19]([CH2:21][N:22]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[CH2:26][CH2:25][CH:24]([NH:1][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:23]1=[O:34])=[O:20])[CH3:17]

Participants

3

Reactant 2

HCID 4646380Ethyl 2-amino-4-phenylbutanoateHCID 13500724Ethyl 2-(2,3-dioxo-4,5-dihydro-1-benzazepin-1-yl)acetate

Product 1

HCID 132435171-ethoxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepine-2-one

Procedure

Ethyl 2-amino-4-phenylbutyrate is treated under conditions of reductive alkylation as described in the previous examples with 1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2,3-dione to give 1-ethoxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepine-2-one of example 10.

Sources & evidence

ORD record
ord-77b3c8d9079f469a8b7e128e37d4e250
Source dataset
uspto-grants-1983_10
Patent number
US04410520

Reaction notes

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