[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)butyl]amino}-2-oxoethyl)-1-oxo-2,3,4,5-tetrahydro-1h-2-benzazepin-5-yl]acetate

HRID 1179343Notes

Reaction equation

HRID 1179343 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]([OH:23])=O)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.[NH:32]1[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2[N:34]=[C:33]1[NH:41][CH2:42][CH2:43][CH2:44][CH2:45][NH2:46]>>[NH:32]1[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2[N:34]=[C:33]1[NH:41][CH2:42][CH2:43][CH2:44][CH2:45][NH:46][C:21](=[O:23])[CH2:20][N:11]1[CH2:10][CH2:9][CH:8]([CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:24])[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:12]1=[O:19]

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 85797825n1-(1h-Benzimidazol-2-yl)butane-1,4-diamine(trifluoroacetate)

Product 1

HCID 91112216Tert-butyl [2-(2-{[4-(1h-benzimidazol-2-ylamino)butyl]amino}-2-oxoethyl)-1-oxo-2,3,4,5-tetrahydro-1h-2-benzazepin-5-yl]acetate

Procedure

Analogously to Example IX, compound 3 was reacted with 1.0 g (3.1 mmol) of compound 9 and the reaction product was purified by column chromatography (eluent: diethyl ether/MeOH/ammonia, 40/10/2.5), 0.78 g of white amorphous powder; ESI-MS [M+H+]: 520.

Workup

  1. customthe reaction product was purified by column chromatography (eluent: diethyl ether/MeOH/ammonia, 40/10/2.5), 0.78 g of white amorphous powder

Sources & evidence

ORD record
ord-c3784d840340426899717fca663c1026
Source dataset
uspto-grants-2007_10
Patent number
US07279468B2

Reaction notes

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