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Home > Encyclopedia > 3-Pyridinecarboxamide,2-amino-(9CI)

3-Pyridinecarboxamide,2-amino-(9CI)

3-Pyridinecarboxamide,2-amino-(9CI) structure

3-Pyridinecarboxamide,2-amino-(9CI) 

structure
  • CAS No:

    13438-65-8

  • Formula:

    C6H7N3O

  • Chemical Name:

    3-Pyridinecarboxamide,2-amino-(9CI)

  • Synonyms:

    3-Pyridinecarboxamide,2-amino-(9CI);2-Amino-3-pyridinecarboxamide;2-Aminonicotinamide;2-aminopyridine-3-carboxamide;2-aMinopyridin-3-carboxaMide;2-aMino-3-nicotinaMide;2-Aminopyridine-3-carboxamide 97%

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

3-Pyridinecarboxamide,2-amino-(9CI) Basic Attributes

137.14

137.05900

29333990

Characteristics

82

0.9

Pale yellow Solid

1.323±0.06 g/cm3(Predicted)

194-200℃

328.2±22.0 °C(Predicted)

152.3ºC

1.643

0.000192mmHg at 25°C

Safety Information

6.1

UN 2811 6.1 / PGIII

3

22-36-43

26-36/37

Xn

P280-P301 + P310-P305 + P351 + P338

H301-H317-H319

3-Pyridinecarboxamide,2-amino-(9CI) Use and Manufacturing

To the suspension of 2-aminonicotinic acid (1.38 g, 10.0 mmol) in DMF (50 mL) were added HOBt (1.35 g, 10.0 mmol), NHTo a stirred solution of 2-aminopyridine-3-carboxylic acid (0.9 g, 6.52 mmol) in THF (15mL), was added EDC.HCl (1.86 g, 9.78 mmol), HOBt·NH3 (1.46 g, 9.78 mmol) and DIPEA(4.67 mL, 26.08 mmol) at RT. The reaction mixture was stirred at RT for 5 h (TLC indicatedcomplete consumption of starting material), diluted with water (30 mL) and extracted withEtOAc (3 x 75 mL). The combined organic extracts were washed with cold water (2 x 40mL), brine (40 mL), separated, dried over Na2S04 and concentrated under reduced pressureto give the crude residue which was purified by column chromatography (100-200 silica gel, 20 g, 60percent EtOAc-Hexane) to afford 2-aminopyridine-3-carboxamide (0.4 g, 45percent) as a whitesolid.LCMS: m/z: 138.3 [M+Ht.1.12-Amino-nicotinamide [13438-65-8] was prepared from 2-amino-3-cyanopyridine [24517-64-4] according to a procedure described by E. C. Taylor and A. J. Crovetti, J. Org. Chem. 1954, 19(10) pp 1633-1640, MS(m/e): 137.1 [M+].

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