6-Aminonaphthalene-2-carboxylic acid → 6-[[1-Cyclohexyl-2-(2-phenylquinoxalin-6-yl)benzimidazole-5-carbonyl]amino]naphthalene-2-carboxylic acid

HRID 1788470Notes

Reaction equation

HRID 1788470 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:43]=[C:44]2[C:49](=[CH:50][CH:51]=1)[CH:48]=[C:47]([C:52]([OH:54])=[O:53])[CH:46]=[CH:45]2>>[CH:33]1([N:14]2[C:13]3[CH:39]=[CH:40][C:10]([C:8]([NH:41][C:42]4[CH:43]=[C:44]5[C:49](=[CH:50][CH:51]=4)[CH:48]=[C:47]([C:52]([OH:54])=[O:53])[CH:46]=[CH:45]5)=[O:9])=[CH:11][C:12]=3[N:16]=[C:15]2[C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[N:23]=[C:22]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:21]=[N:20]3)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 27339546-Aminonaphthalene-2-carboxylic acidHCID 576030451-cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1H-benzoimidazole-5-carboxylic Acid morpholin-4-ylamide

Product 1

HCID 52761766-[[1-Cyclohexyl-2-(2-phenylquinoxalin-6-yl)benzimidazole-5-carbonyl]amino]naphthalene-2-carboxylic acidYield 53%

Procedure

The general procedure described for Compound 574 was used with 6-amino-naphthalene-2-carboxylic acid (18.7 mg), producing 15 mg of the title compound (53% yield). MS: 618.30 (M+H+) HPLC Procedure A, retention time=16.24 min.

Sources & evidence

ORD record
ord-f90156ac52c440d7a7ecf69af9d377f2
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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