4-[[2-(4-Tolyl)benzoyl)amino]benzoic acid → (11aS)-10-[4-[[2-(4-Tolyl) Benzoyl]Amino]Benzoyl]-1,2,3,10,11,11a-Hexahydro-5H-Pyrrolo[2,1-c][1,4]Benzodiazepin-5-One

HRID 1976249Notes

Reaction equation

HRID 1976249 reaction equation
[CH2:1]1[C@H:5]2[CH2:6][NH:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[C:10](=[O:11])[N:4]2[CH2:3][CH2:2]1.[C:16]1([CH3:40])[CH:21]=[CH:20][C:19]([C:22]2[CH:39]=[CH:38][CH:37]=[CH:36][C:23]=2[C:24]([NH:26][C:27]2[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=2)=[O:25])=[CH:18][CH:17]=1>>[C:16]1([CH3:40])[CH:17]=[CH:18][C:19]([C:22]2[CH:39]=[CH:38][CH:37]=[CH:36][C:23]=2[C:24]([NH:26][C:27]2[CH:35]=[CH:34][C:30]([C:31]([N:7]3[C:8]4[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=4[C:10](=[O:11])[N:4]4[CH2:3][CH2:2][CH2:1][C@H:5]4[CH2:6]3)=[O:32])=[CH:29][CH:28]=2)=[O:25])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 155453824-[[2-(4-Tolyl)benzoyl)amino]benzoic acidHCID 44430444(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

Product 1

HCID 20651216(11aS)-10-[4-[[2-(4-Tolyl) Benzoyl]Amino]Benzoyl]-1,2,3,10,11,11a-Hexahydro-5H-Pyrrolo[2,1-c][1,4]Benzodiazepin-5-OneYield 74.4%

Procedure

The same procedures used in Example 25 were repeated using (11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one prepared in Reference Example 24 and 4-[[2-(4-tolyl)benzoyl]amino]benzoic acid to give the title compound. Yield 74.4%.

Sources & evidence

ORD record
ord-69af1d4101e24bf69a70699d4ee62b02
Source dataset
uspto-grants-2001_05
Patent number
US06225306B1

Reaction notes

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