8-Amino-2-naphthalenol → 1-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid (7-hydroxy-naphthalen-1-yl)-amide

HRID 1788468Notes

Reaction equation

HRID 1788468 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:43]=[CH:44][CH:45]=[C:46]2[C:51]=1[CH:50]=[C:49]([OH:52])[CH:48]=[CH:47]2>>[OH:52][C:49]1[CH:50]=[C:51]2[C:46]([CH:45]=[CH:44][CH:43]=[C:42]2[NH:7][C:8]([C:10]2[CH:40]=[CH:39][C:13]3[N:14]([CH:33]4[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]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:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:21]=[N:20]5)=[N:16][C:12]=3[CH:11]=2)=[O:9])=[CH:47][CH:48]=1

Participants

3

Reactant 2

HCID 83588-Amino-2-naphthalenolHCID 576030451-cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid morpholin-4-ylamide

Product 1

HCID 1360964511-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid (7-hydroxy-naphthalen-1-yl)-amideYield 20%

Procedure

The general procedure described for Compound 574 was used with 8-amino-naphthalen-2-ol (15.9 mg), producing 5 mg of the title compound (20% yield). MS: 590.25 (M+H+) HPLC Procedure A, retention time=15.31 min.

Sources & evidence

ORD record
ord-f19e1d607e984d218444c87191fc51c7
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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