(2-Methoxypyridin-3-yl)boronic acid → N-(1-{1-[3-(2-Methoxy-pyridin-3-yl)-phenyl]-1H-benzoimidazol-5-yl}-ethyl)-formamide

HRID 2262745Notes

Reaction equation

HRID 2262745 reaction equation
Br[C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([CH:17]([NH:19][CH:20]=[O:21])[CH3:18])=[CH:16][C:11]=3[N:10]=[CH:9]2)[CH:5]=[CH:6][CH:7]=1.[CH3:22][O:23][C:24]1[C:29](B(O)O)=[CH:28][CH:27]=[CH:26][N:25]=1>>[CH3:22][O:23][C:24]1[C:29]([C:2]2[CH:3]=[C:4]([N:8]3[C:12]4[CH:13]=[CH:14][C:15]([CH:17]([NH:19][CH:20]=[O:21])[CH3:18])=[CH:16][C:11]=4[N:10]=[CH:9]3)[CH:5]=[CH:6][CH:7]=2)=[CH:28][CH:27]=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 2762709(2-Methoxypyridin-3-yl)boronic acidHCID 57572242N-{1-[1-(3-Bromo-phenyl)-1H-benzoimidazol-5-yl]-ethyl}-formamide

Product 1

HCID 11983415N-(1-{1-[3-(2-Methoxy-pyridin-3-yl)-phenyl]-1H-benzoimidazol-5-yl}-ethyl)-formamideYield 77%

Procedure

This was prepared analogously from N-{1-[1-(3-bromo-phenyl)-1H-benzoimidazol-5-yl]-ethyl}-formamide and 2-methoxypyridine-3-boronic acid in 77% yield. LC-ESI-HRMS of [M+H]+ shows 373.1666 Da. Calc. 373.166451 Da. dev. 0.4 ppm.

Sources & evidence

ORD record
ord-e902ed7defe5456f8f84772888c85d4d
Source dataset
uspto-grants-2010_12
Patent number
US07851490B2

Reaction notes

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