4-Amino-3-pyridinecarboxamide

off-white to light yellow crystal powder

To a stirred solution of 4-aminopyridine-3-carboxylic acid (3 g, 0.013 mol) in THF (50 mL), SOCh (3.6 mL, 0.045 mol) and catalytic DMF (30 f-lL) were added at RT and stirred for 3 hunder argon atmosphere (TLC indicated complete consumption of the starting material). Thevolatiles were removed under reduced pressure to give the crude product which wasdissolved in THF (30 mL), cooled to 0 °C and 7 N NH3-methanol (22 mL) was added. Thereaction mixture was slowly warmed toRT and stirred for 4 h, the precipitate was filtered, thefiltrate was concentrated under reduced pressure to give the crude compound which waspurified by column chromatography (100-200 silica gel, 60 g, 10percent MeOH-10percent NH40HDCM)to provide 4-aminopyridine-3-carboxamide (475 mg, 27percent) which was used for thenext step without any purification.LCMS (ESI+ ): m/z: 138.33 [M+Ht.To a mixture of To a stirred solution of To a stirred solution of 4-aminopyridine-3-carboxylic acid (3 g, 0.013 mol) in THF (50 mL), SOCh (3.6 mL, 0.045 mol) and catalytic DMF (30 f-lL) were added at RT and stirred for 3 hunder argon atmosphere (TLC indicated complete consumption of the starting material). Thevolatiles were removed under reduced pressure to give the crude product which wasdissolved in THF (30 mL), cooled to 0 C and 7 N NH3-methanol (22 mL) was added. Thereaction mixture was slowly warmed toRT and stirred for 4 h, the precipitate was filtered, thefiltrate was concentrated under reduced pressure to give the crude compound which waspurified by column chromatography (100-200 silica gel, 60 g, 10% MeOH-10% NH40HDCM)to provide

Molecular Weight:137.14
XLogP3:-0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:137.058911855
Monoisotopic Mass:137.058911855
Topological Polar Surface Area:82
Heavy Atom Count:10
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes