N-Methyl-2-aminopyridine-3-carboxamide Chemical Properties

Melting point:

149 - 151°C

Boiling point:

373.1±27.0 °C(Predicted)

Density 

1.206

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly, Sonicated)

form 

Solid

pka

14.44±0.46(Predicted)

color 

White to Off-White

N-Methyl-2-aminopyridine-3-carboxamide Usage And Synthesis

Uses

2-Amino-N-methylpyridine-3-carboxamide is used in preparation of triazolopyrazine derivatives and analogs for use as c-MET kinase activity inhibitors.

Synthesis

To 2-aminonicotinic acid (2.0 g, 14.5 mmol) and methylamine hydrochloride (1.47 g, 1.5 eq.) were added EDC (4.49 g, 1.5 eq.), HOBt (2.35 g, 1.2 eq.), and DIEA (7.6 mL, 3.0 eq.) sequentially in DMF (20 mL). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the crude product was concentrated and the residue was dissolved in EtOAc. The organic phase was washed with saturated NaHCO3 solution. After removing the solvent under reduced pressure, the crude product was purified by silica gel column chromatography (eluent: 0%-20% MeOH/DCM) to afford the target compound 2-amino-N-methylnicotinamide (2.16 g, isolated yield 98%).

References

[1] Patent: WO2008/115369, 2008, A2. Location in patent: Page/Page column 130

N-Methyl-2-aminopyridine-3-carboxamide(870997-87-8)Related Product Information

• N,N-Dimethylformamide
• Urea