7-Amino-4-methylcoumarin → 1-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid (4-methyl-2-oxo-2H-chromen-7-yl)-amide

HRID 1788471Notes

Reaction equation

HRID 1788471 reaction equation
N1([NH:7][C:8]([C:10]2[CH:40]=[CH:39][C:13]3[N:14]([CH:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)[C:15]([C:17]4[CH:18]=[C:19]5[C:24](=[CH:25][CH:26]=4)[N:23]=[C:22]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:21]=[N:20]5)=[N:16][C:12]=3[CH:11]=2)=[O:9])CCOCC1.N[C:42]1[CH:51]=[C:50]2[C:45]([C:46]([CH3:53])=[CH:47][C:48](=[O:52])[O:49]2)=[CH:44][CH:43]=1>>[CH3:53][C:46]1[C:45]2[C:50](=[CH:51][C:42]([NH:7][C:8]([C:10]3[CH:40]=[CH:39][C:13]4[N:14]([CH:33]5[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]5)[C:15]([C:17]5[CH:18]=[C:19]6[C:24](=[CH:25][CH:26]=5)[N:23]=[C:22]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)[CH:21]=[N:20]6)=[N:16][C:12]=4[CH:11]=3)=[O:9])=[CH:43][CH:44]=2)[O:49][C:48](=[O:52])[CH:47]=1

Participants

3

Reactant 2

HCID 922497-Amino-4-methylcoumarinHCID 576030451-cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid morpholin-4-ylamide

Product 1

HCID 576031511-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid (4-methyl-2-oxo-2H-chromen-7-yl)-amideYield 27%

Procedure

The general procedure described for Compound 574 was used with 7-Amino-4-methyl-chromen-2-one (17.5 mg), producing 8 mg of the title compound (27% yield). MS: 606.29 (M+H+) HPLC Procedure A, retention time=19.22 min.

Sources & evidence

ORD record
ord-4fd734490f3241b4926853d768dbdc08
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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