Potassium Carbonate → 1-ethoxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepine-2-one

HRID 482768Notes

Reaction equation

HRID 482768 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].C(=O)([O-])[O-].[K+].[K+].Br[CH:23]1[CH2:29][CH2:28][C:27]2[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=2[N:25]([CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])[C:24]1=[O:40]>C(Cl)Cl>[CH2:38]([O:37][C:35]([CH2:34][N:25]1[C:26]2[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=2[CH2:28][CH2:29][CH:23]([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:24]1=[O:40])=[O:36])[CH3:39]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4646380Ethyl 2-amino-4-phenylbutanoateHCID 133399633-bromo-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 2-amino-4-phenylbutyrate is treated in the presence of potassium carbonate in methylene chloride with 3-bromo-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one to give 1-ethoxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H[1]benzazepin-2-one of example 10.

Sources & evidence

ORD record
ord-3e69aa2b02fa4cdb96513a62f63993d6
Source dataset
uspto-grants-1986_03
Patent number
US04575503

Reaction notes

Loading…