[5-(2-tert-Butoxy-2-oxoethyl)-1-oxo-1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl]acetic acid → tert-Butyl {2-[2-({4-[(1H-benzimidazol-2-ylamino)methyl]-cyclohexyl}amino)-2-oxoethyl]-1-oxo-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acetate

HRID 1179339Notes

Reaction equation

HRID 1179339 reaction equation
[C:1]([O:5][C:6](=[O:24])[CH2:7][CH:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:12](=[O:19])[N:11]([CH2:20][C:21](O)=[O:22])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[NH2:25][C@H:26]1[CH2:31][CH2:30][C@H:29]([CH2:32][NH:33][C:34]2[NH:38][C:37]3[CH:39]=[CH:40][CH:41]=[CH:42][C:36]=3[N:35]=2)[CH2:28][CH2:27]1>>[NH:35]1[C:36]2[CH:42]=[CH:41][CH:40]=[CH:39][C:37]=2[N:38]=[C:34]1[NH:33][CH2:32][CH:29]1[CH2:30][CH2:31][CH:26]([NH:25][C:21](=[O:22])[CH2:20][N:11]2[CH2:10][CH2:9][CH:8]([CH2:7][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:24])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[C:12]2=[O:19])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 69434194[5-(2-tert-Butoxy-2-oxoethyl)-1-oxo-1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl]acetic acidHCID 178511535HCID 178511535, compound

Product 1

HCID 86591658tert-Butyl {2-[2-({4-[(1H-benzimidazol-2-ylamino)methyl]-cyclohexyl}amino)-2-oxoethyl]-1-oxo-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acetate

Procedure

0.6 g (1.8 mmol) of compound 3 and 0.57 g (1.8 mmol) of compound 6 were reacted analogously to Example I and the reaction product was purified by means of preparative thick-layer chromatography (eluent: CH2Cl2/MeOH/ammonia, 45/5/0.2); 0.45 g of white amorphous powder; ESI-MS [M+H+]: 560.

Workup

  1. customthe reaction product was purified by means of preparative thick-layer chromatography (eluent: CH2Cl2/MeOH/ammonia, 45/5/0.2)

Sources & evidence

ORD record
ord-519d3c35d1d1464e843782d79c467a9b
Source dataset
uspto-grants-2007_10
Patent number
US07279468B2

Reaction notes

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