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

HRID 1788469Notes

Reaction equation

HRID 1788469 reaction equation
N1(N[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.[NH2:41][C:42]1[CH:51]=[CH:50][CH:49]=[C:48]2[C:43]=1[CH:44]=[CH:45][CH:46]=[C:47]2[OH:52]>>[OH:52][C:47]1[CH:46]=[CH:45][CH:44]=[C:43]2[C:48]=1[CH:49]=[CH:50][CH:51]=[C:42]2[NH:41][C:8]([C:10]1[CH:40]=[CH:39][C:13]2[N:14]([CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)[C:15]([C:17]3[CH:18]=[C:19]4[C:24](=[CH:25][CH:26]=3)[N:23]=[C:22]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:21]=[N:20]4)=[N:16][C:12]=2[CH:11]=1)=[O:9]

Participants

3

Reactant 2

HCID 657465-Amino-1-naphtholHCID 576030451-cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid morpholin-4-ylamide

Product 1

HCID 1360964561-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid (5-hydroxy-naphthalen-1-yl)-amideYield 25%

Procedure

The general procedure described for Compound 574 was used with 5-amino-naphthalen-1-ol (15.9 mg), producing 7 mg of the title compound (25% yield). MS: 590.24 (M+H+) HPLC Procedure A, retention time=15.26 min.

Sources & evidence

ORD record
ord-6d15d8fd54c041dc9ea09e3f50429660
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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