2-Pyridinecarbonitrile,5-formyl-(9CI) Chemical Properties

Melting point:

86-88°C

Boiling point:

331.3±27.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform, Methanol

form 

Solid

pka

-2.12±0.10(Predicted)

color 

Off-White to Pale Yellow

Safety Information

HS Code 

2933399990

2-Pyridinecarbonitrile,5-formyl-(9CI) Usage And Synthesis

Uses

6-Cyanopyridine-3-carboxaldehyde, is an intermediate used for the synthesis of pharmaceutical compounds, such as GLPG0634 (C982190), which is used for treatment of rheumatoid arthritis

Synthesis

Under nitrogen protection, 5-(1,3-dioxolan-2-yl)pyridine-2-carbonitrile (478 mg, 2.71 mmol) was dissolved in THF (5.0 mL) followed by addition of 1 mol/L hydrochloric acid (5.0 mL). The reaction mixture was stirred at room temperature for 16 hours and then continued at 50 °C for 13 hours. Upon completion of the reaction, the reaction mixture was neutralized with saturated aqueous sodium bicarbonate. The product was extracted with ethyl acetate and the organic phase was washed with saturated brine and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to give 5-formylpyridine-2-carbonitrile (364 mg, 100% yield).

References

[1] Patent: US2013/65905, 2013, A1. Location in patent: Paragraph 0182
[2] Patent: WO2004/24700, 2004, A1. Location in patent: Page 35

2-Pyridinecarbonitrile,5-formyl-(9CI)(131747-68-7)Related Product Information

• 5-FORNYL-3-PYRIDINECARBONITRILE
• METHYL 5-FORMYLNICOTINATE
• ETHYL 5-FORMYL-1H-PYRROLE-2-CARBOXYLATE
• 5-FORMYLURACIL