6-Bromonicotinic acid → 6-Bromo-N,N-dimethylnicotinamide

HRID 1643609Notes

Reaction equation

HRID 1643609 reaction equation
[CH3:1][N:2](C)[C:3](C1C=CC(Br)=CN=1)=O.[Br:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][N:15]=1>>[Br:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([N:2]([CH3:3])[CH3:1])=[O:19])=[CH:16][N:15]=1

Participants

3

Reactant 2

HCID 2389326-Bromonicotinic acidHCID 228316185-bromo-N,N-dimethylpicolinamide

Product 1

HCID 230921446-Bromo-N,N-dimethylnicotinamide

Procedure

The title compound was prepared in a similar manner as described for Intermediate 161a, from 6-bromo-nicotinic acid (1.00 g, 4.95 mmol) to give a colorless oil (780 mg, 69% yield). 1H NMR (400 MHz, CDCl3) δ 8.46 (d, J=2.53 Hz, 1 H) 7.61-7.71 (m, 1 H) 7.56 (d, J=8.08 Hz, 1 H) 3.08 (d, J=41.68 Hz, 6 H); LCMS for C8H9BrN2O m/z 229.00 (M+H)+.

Sources & evidence

ORD record
ord-4cb8de5523c047e98b5f81965ed54ba5
Source dataset
uspto-grants-2012_02
Patent number
US08119624B2

Reaction notes

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