4-Bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl ester → HCID 23654382, compound

HRID 1785527Notes

Reaction equation

HRID 1785527 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]([N:10]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[N:12]=[CH:11]2)=[N:7][C:6]=1Br)=[O:4].[Cl:24][C:25]1(B(O)O)[CH:30]=[CH:29][CH:28]=[CH:27][NH:26]1>>[Cl:24][C:25]1[CH:30]=[C:29]([C:6]2[N:7]=[C:8]([N:10]3[C:14]4[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=4[N:12]=[CH:11]3)[S:9][C:5]=2[C:3]([OH:2])=[O:4])[CH:28]=[CH:27][N:26]=1

Participants

3

Reactant 2

HCID 575958514-Bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl esterHCID 68828138HCID 68828138, compound

Product 1

HCID 23654382HCID 23654382, compoundYield 46.4%

Procedure

In a similar manner as described for Example 26, 4-bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl ester (120 mg, 0.3 mmol) and 2-chloropyridine-2-boronic acid (71 mg, 0.45 mmol) gave 4-(2-Chloro-pyridin-4-yl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid (58 mg, 46.4%) as a white solid. MS 417 m/z (M+1).

Sources & evidence

ORD record
ord-99e207888bd243beabf304f07f498f58
Source dataset
uspto-grants-2009_03
Patent number
US07504513B2

Reaction notes

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