3-(Methylcarbamoyl)benzeneboronic acid → 3-[4-(4-cyanopyridin-2-yl)-1-methyl-1H-imidazol-5-yl]-N-methylbenzamide

HRID 2277447Notes

Reaction equation

HRID 2277447 reaction equation
Br[C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[C:8]1[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][N:9]=1.[CH3:16][NH:17][C:18]([C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1)=[O:19]>>[C:14]([C:12]1[CH:11]=[CH:10][N:9]=[C:8]([C:3]2[N:4]=[CH:5][N:6]([CH3:7])[C:2]=2[C:24]2[CH:25]=[C:20]([CH:21]=[CH:22][CH:23]=2)[C:18]([NH:17][CH3:16])=[O:19])[CH:13]=1)#[N:15]

Participants

3

Reactant 2

HCID 27735243-(Methylcarbamoyl)benzeneboronic acidHCID 904081442-(5-Bromo-1-methylimidazol-4-yl)pyridine-4-carbonitrile

Product 1

HCID 904078593-[4-(4-cyanopyridin-2-yl)-1-methyl-1H-imidazol-5-yl]-N-methylbenzamide

Procedure

The title compound was prepared from 2-(5-bromo-1-methyl-1H-imidazol-4-yl)pyridine-4-carbonitrile and 3-(N-methylaminocarbonyl)phenylboronic acid according to the procedure for the preparation of Example 3, part A. [M+H] Calc'd for C18H15N5O, 318. Found, 318.

Sources & evidence

ORD record
ord-6de7efb184a9492db354146d0d8fd531
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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