2-Aminothiazole → 4-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid thiazol-2-ylamide

HRID 1785523Notes

Reaction equation

HRID 1785523 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([N:16]3[C:20]4[CH:21]=[C:22]([O:27][CH3:28])[C:23]([O:25][CH3:26])=[CH:24][C:19]=4[N:18]=[CH:17]3)[S:11][C:12]=2[C:13](O)=[O:14])[CH:5]=[CH:6][CH:7]=1.[NH2:29][C:30]1[S:31][CH:32]=[CH:33][N:34]=1>>[S:31]1[CH:32]=[CH:33][N:34]=[C:30]1[NH:29][C:13]([C:12]1[S:11][C:10]([N:16]2[C:20]3[CH:21]=[C:22]([O:27][CH3:28])[C:23]([O:25][CH3:26])=[CH:24][C:19]=3[N:18]=[CH:17]2)=[N:9][C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)=[O:14]

Participants

3

Reactant 2

HCID 21552-AminothiazoleHCID 236540194-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid

Product 1

HCID 236545484-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid thiazol-2-ylamideYield 79.5%

Procedure

In a similar manner as described for Example 53, 4-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid (41 mg, 0.1 mmol) and 2-aminothiazole (10.0 mg, 0.1 mmol, Aldrich) gave 4-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid thiazol-2-ylamide (39.6 mg, 79.5%) as a white solid. MS m/z 498 (M+1).

Sources & evidence

ORD record
ord-dcf8546ca9be4051a5b5f5b06fbb71f0
Source dataset
uspto-grants-2009_03
Patent number
US07504513B2

Reaction notes

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