5-Amino-3-(trifluoromethyl)picolinonitrile Chemical Properties

Boiling point:

362.2±42.0 °C(Predicted)

Density 

1.45±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

-1.52±0.10(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C7H4F3N3/c8-7(9,10)5-1-4(12)3-13-6(5)2-11/h1,3H,12H2

InChIKey

WLMSCOVORZUSNW-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=C(N)C=C1C(F)(F)F

Safety Information

RIDADR 

3439

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933399990

5-Amino-3-(trifluoromethyl)picolinonitrile Usage And Synthesis

Uses

5-AMINO-3-(TRIFLUOROMETHYL)PICOLINONITRILE is a pyridine heterocyclic organic compound, which can be used as pharmaceutical intermediates.

Synthesis

General procedure for the synthesis of 5-amino-3-(trifluoromethyl)cyanopyridine from 2-cyano-5-nitro-3-(trifluoromethyl)pyridine: 2-cyano-3-(trifluoromethyl)-5-nitropyridine A10 (0.095 g, 0.44 mmol) was reacted with powdered iron (0.112 g, 2 mmol) in a mixed solvent of ethyl acetate (1 ml) and acetic acid (1 ml) The reaction was heated for 15 hours in a mixture of ethyl acetate (1ml) and acetic acid (1ml). After completion of the reaction, the solid particles were removed by diatomaceous earth filtration and the filtrate was concentrated. Finally, the target compound A11 (0.075 g, 0.4 mmol, 91% yield) was purified by column chromatography (eluent: EtOAc:pentane=1:1).

References

[1] Patent: JP2016/11315, 2016, A. Location in patent: Paragraph 0040; 0047
[2] Patent: US9388159, 2016, B2. Location in patent: Page/Page column 11; 12; 19
[3] Patent: WO2008/119015, 2008, A2. Location in patent: Page/Page column 47-48
[4] Patent: US2016/152592, 2016, A1. Location in patent: Paragraph 0073; 0080; 0081
[5] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 12, p. 2803 - 2806

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