(3-Carbamoylphenyl)boronic acid → 2-(3'-Carbamoyl-biphenyl-4-yloxymethyl)-thiazole-4-carboxylic acid

HRID 2113025Notes

Reaction equation

HRID 2113025 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16](I)=[CH:15][CH:14]=2)[S:9][CH:10]=1)=[O:5])C.[NH2:20][C:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1)=[O:22]>>[C:21]([C:23]1[CH:28]=[C:27]([C:16]2[CH:15]=[CH:14][C:13]([O:12][CH2:11][C:8]3[S:9][CH:10]=[C:6]([C:4]([OH:3])=[O:5])[N:7]=3)=[CH:18][CH:17]=2)[CH:26]=[CH:25][CH:24]=1)(=[O:22])[NH2:20]

Participants

3

Reactant 2

HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 576433502-(4-Iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester2×

Product 1

HCID 116028172-(3'-Carbamoyl-biphenyl-4-yloxymethyl)-thiazole-4-carboxylic acid

Procedure

2-(3′-Carbamoyl-biphenyl-4-yloxymethyl)-thiazole-4-carboxylic acid was prepared using general procedure 2 from 2-(4-iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester (of Intermediate 2) and (3-aminocarbonylphenyl)boronic acid (available from Apollo Scientific Ltd., Stockport, UK). Mass spectrum MH+=355.

Sources & evidence

ORD record
ord-6a79ffaf32354de7b6fbdcd66ddf8350
Source dataset
uspto-grants-2009_04
Patent number
US07524870B2

Reaction notes

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