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

HRID 1785521Notes

Reaction equation

HRID 1785521 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]([OH:15])=O)[CH:5]=[CH:6][CH:7]=1.[NH2:29][C:30]1[CH:35]=[CH:34][N:33]=[CH:32][N:31]=1>>[N:33]1[CH:34]=[CH:35][C:30]([NH:29][C:13]([C:12]2[S:11][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)=[N:9][C:8]=2[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[O:15])=[N:31][CH:32]=1

Participants

3

Reactant 2

HCID 689584-AminopyrimidineHCID 236540194-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid

Product 1

HCID 236545464-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid pyrimidin-4-ylamideYield 69.7%

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 4-aminopyrimidine (9.5 mg, 0.1 mmol, Aldrich) gave 4-(3-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid pyrimidin-4-ylamide (34.3 mg, 69.7%) as a white solid. MS m/z 493 (M+1).

Sources & evidence

ORD record
ord-fb4584ffdf00451db8c31b4290fac671
Source dataset
uspto-grants-2009_03
Patent number
US07504513B2

Reaction notes

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