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N-Methyl-2-aminopyridine-3-carboxamide

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N-Methyl-2-aminopyridine-3-carboxamide Basic information
Product Name:N-Methyl-2-aminopyridine-3-carboxamide
Synonyms:N-Methyl-2-aminonicotinamide;N-Methyl-2-aminopyridine-3-carboxamide;N-methyl-2-amino-3-nicotinamide;3-Pyridinecarboxamide,2-amino-N-methyl-;2-Amino-N-methylnicotinamide;2-amino-N-methylpyridine-3-carboxamide;N-Methyl-2-aminopyridine-3-carboxamide ISO 9001:2015 REACH
CAS:870997-87-8
MF:C7H9N3O
MW:151.17
EINECS:
Product Categories:
Mol File:870997-87-8.mol
N-Methyl-2-aminopyridine-3-carboxamide Structure
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
pka14.44±0.46(Predicted)
color White to Off-White
Safety Information
MSDS Information
N-Methyl-2-aminopyridine-3-carboxamide Usage And Synthesis
Uses2-Amino-N-methylpyridine-3-carboxamide is used in preparation of triazolopyrazine derivatives and analogs for use as c-MET kinase activity inhibitors.
Synthesis
2-Aminonicotinic acid

5345-47-1

Methylamine hydrochloride

593-51-1

N-Methyl-2-aminopyridine-3-carboxamide

870997-87-8

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
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