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72816-14-9

72816-14-9 Structure

72816-14-9 Structure
IdentificationBack Directory
[Name]

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile
[CAS]

72816-14-9
[Synonyms]

5-Amino-1-(pyridin-2-yl)
5-Amino-4-cyano-1-(2-pyridyl)pyrazole
5-Amino-1-(2-pyridyl)pyrazole-4-carbonitrile
5-amino-1-pyridin-2-ylpyrazole-4-carbonitrile
5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile
1H-Pyrazole-4-carbonitrile, 5-amino-1-(2-pyridinyl)-
[Molecular Formula]

C9H7N5
[MDL Number]

MFCD00128357
[MOL File]

72816-14-9.mol
[Molecular Weight]

185.185
Chemical PropertiesBack Directory
[density ]

1.37
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile(72816-14-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Hydrazinopyridine

4930-98-7

Ethoxymethylenemalononitrile

123-06-8

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile

72816-14-9

To 2-hydrazinopyridine (3.00 g, 27.5 mmol) and ethoxymethylene malononitrile (3.37 g, 27.5 mmol) in 50 mL of ethanol, triethylamine (3.8 mL, 27.5 mmol) was added. The reaction mixture was heated to reflux for about 3.5 hours. After completion of the reaction, it was cooled to room temperature and the precipitated solid was collected to afford the white solid product 5-amino-1-(2-pyridyl)-1H-pyrazole-4-carbonitrile (4.33 g, 85% yield). The product was characterized by 1H NMR (DMSO-d6): δ 8.46 (dd, 1H), 8.11 (brs, 2H), 8.01 (m, 1H), 7.88 (s, 1H), 7.84 (d, 1H), 7.35 (m, 1H) ppm.

[References]

[1] Patent: WO2004/9597, 2004, A2. Location in patent: Page 21
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 13, p. 1514 - 1524
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2121 - 2125
[4] Organic and Biomolecular Chemistry, 2007, vol. 5, # 17, p. 2758 - 2761
[5] Patent: US2007/161662, 2007, A1
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