Methylamine → HCID 68650794, compound

HRID 646725

Reaction equation

HRID 646725 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([O:10]C)=O)=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1.[CH3:13][NH2:14]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1.[CH3:13][NH:14][C:8]([C:7]1[CH:2]=[N:3][CH:4]=[CH:5][CH:6]=1)=[O:10]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 2763453Methyl 2-amino-5-bromonicotinate

Product 1

HCID 68650794HCID 68650794, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A slurry of the above methyl 2-amino-5-bromopyridine-3-carboxylate (3.0 g, 13 mmol) in methanol was cooled to 0° C., and methylamine gas was passed through the solution at a moderate rate for 5 min. The mixture was stirred in sealed tube at 50 ° C. for 24 h, and the methanol was removed in vacuo to provide 2-amino-5-bromopyridine-N-methylpyridine-3-carboxamide as a white solid (2.5 g, 80.6% yield): 1H NMR (400 MHz; DMSO-d6): 8.54 (br s, 1H); 8.19 (d, 1H); 8.08 (d, 1H); 7.25 (s, 1H); 2.72 (d, 3H).

Workup

  1. customthe methanol was removed in vacuo

Sources & evidence

ORD record
ord-8d1c05807d3e454ca61b1d48bae70a08
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Linked notes

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