(2-Chloropyridin-3-yl)boronic acid → 2-[4-(2-Chloro-pyridin-3-yl)-phenoxymethyl]-thiazole-4-carboxylic acid

HRID 2113026Notes

Reaction equation

HRID 2113026 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.[Cl:20][C:21]1[C:26](B(O)O)=[CH:25][CH:24]=[CH:23][N:22]=1>>[Cl:20][C:21]1[C:26]([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:25][CH:24]=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 2762704(2-Chloropyridin-3-yl)boronic acidHCID 576433502-(4-Iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester2×

Product 1

HCID 116746332-[4-(2-Chloro-pyridin-3-yl)-phenoxymethyl]-thiazole-4-carboxylic acid

Procedure

2-[4-(2-Chloro-pyridin-3-yl)-phenoxymethyl]-thiazole-4-carboxylic acid was prepared using the procedure described above for the preparation of Example 23 from 2-(4-iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester (of Intermediate 2) and 2-chloropyridine-3-boronic acid (available from Lancaster Synthesis Ltd., Morecambe, UK). Mass spectrum MH+=347.

Sources & evidence

ORD record
ord-31d558e26c1845d2a778cd5d53655f91
Source dataset
uspto-grants-2009_04
Patent number
US07524870B2

Reaction notes

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