Methylamine hydrochloride → 5-bromo-2-methoxy-N-methylnicotinamide

HRID 1099407Notes

Reaction equation

HRID 1099407 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].Cl.[CH3:14][NH2:15]>>[Br:1][C:2]1[CH:3]=[N:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([NH:15][CH3:14])=[O:8]

Participants

3

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 143717285-Bromo-2-methoxypyridine-3-carboxylic acid

Product 1

HCID 251149185-bromo-2-methoxy-N-methylnicotinamideYield 43%

Procedure

The title compound was synthesized as described for Intermediate example I-36 in 43% yield, starting from 5-bromo-2-methoxynicotinic acid and methylamine hydrochloride (4.3 equiv); 1H NMR (400 MHz, DMSO-d6) δ ppm 8.42 (d, 1 H), 8.26-8.35 (m, 1 H), 8.20 (d, 1 H), 3.95 (s, 3 H), 2.79 (d, 3 H); MS (APPI/APCI) m/z 245, 247[M+H+].

Sources & evidence

ORD record
ord-864177fcde334bedb8cb513a08142e48
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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