(3-Carbamoylphenyl)boronic acid → 3-(3-Methyl-5-nitropyridin-2-yl)benzamide

HRID 42028Notes

Reaction equation

HRID 42028 reaction equation
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[C:12]([C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1)(=[O:14])[NH2:13]>>[CH3:8][C:7]1[C:2]([C:19]2[CH:20]=[C:15]([CH:16]=[CH:17][CH:18]=2)[C:12]([NH2:13])=[O:14])=[N:3][CH:4]=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=1

Participants

3

Reactant 2

HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 52004662-Bromo-3-methyl-5-nitropyridine

Product 1

HCID 673941663-(3-Methyl-5-nitropyridin-2-yl)benzamideYield 95%

Procedure

Obtained (0.225 g, yield 95%) following the procedure described in Intermediate 27, starting with 2-bromo-3-methyl-5-nitropyridine (0.92 mmol, 0.200 g), 3-carbamoylphenyl boronic acid (0.92 mmol, 0.152 g).

Workup

  1. customObtained (0.225 g, yield 95%)

Sources & evidence

ORD record
ord-7f080017fac3419a8fc81fdf3499b97c
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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