(3-hydroxyphenyl)boronic Acid → HCID 23654112, compound

HRID 1785505Notes

Reaction equation

HRID 1785505 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].[OH:24][C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1>>[CH3:20][O:19][C:17]1[C:16]([O:21][CH3:22])=[CH:15][C:14]2[N:10]([C:8]3[S:9][C:5]([C:3]([OH:2])=[O:4])=[C:6]([C:29]4[CH:28]=[CH:27][CH:26]=[C:25]([OH:24])[CH:30]=4)[N:7]=3)[CH:11]=[N:12][C:13]=2[CH:18]=1

Participants

3

Reactant 2

HCID 2734359(3-hydroxyphenyl)boronic AcidHCID 57595851HCID 57595851, compound

Product 1

HCID 23654112HCID 23654112, compoundYield 6%

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 (40 mg, 0.1 mmol) and 3-hydroxyphenylboronic acid (20.7 mg, 0.15 mmol) gave 2-(5,6-Dimethoxy-benzoimidazol-1-yl)-4-(3-hydroxy-phenyl)-thiazole-5-carboxylic acid (2.4 mg, 6%) as a white solid. MS m/z 398 (M+1).

Sources & evidence

ORD record
ord-5e3294a138ba401099617042607b4b46
Source dataset
uspto-grants-2009_03
Patent number
US07504513B2

Reaction notes

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