1-Benzyl-1H-pyrazole-4-boronic acid → 2-[4-(1-Benzyl-1H-pyrazol-4-yl)-phenoxymethyl]-thiazole-4-carboxylic acid

HRID 2113023Notes

Reaction equation

HRID 2113023 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.[CH2:20]([N:27]1[CH:31]=[C:30](B(O)O)[CH:29]=[N:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([N:27]1[CH:31]=[C:30]([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:29]=[N:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 33528811-Benzyl-1H-pyrazole-4-boronic acidHCID 576433502-(4-Iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester2×

Product 1

HCID 116611122-[4-(1-Benzyl-1H-pyrazol-4-yl)-phenoxymethyl]-thiazole-4-carboxylic acid

Procedure

2-[4-(1-Benzyl-1H-pyrazol-4-yl)-phenoxymethyl]-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 1-benzyl-1h-pyrazole-4-boronic acid (available from Frontier Scientific, Inc., Logan, Utah). Mass spectrum MH+=392.

Sources & evidence

ORD record
ord-16a2519dae434393a480a21ce9fbe74c
Source dataset
uspto-grants-2009_04
Patent number
US07524870B2

Reaction notes

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