3-Methylpicolinamide Chemical Properties

Boiling point:

291 ºC

Density 

1.157

Flash point:

130 ºC

storage temp. 

Sealed in dry,Room Temperature

pka

15.09±0.50(Predicted)

Safety Information

HS Code 

2933399990

3-Methylpicolinamide Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-methyl-2-pyridinecarboxamide from 2-cyano-3-methylpyridine: 2-cyano-3-methylpyridine (2.36 g, 20 mmol) was mixed with concentrated sulfuric acid (12.5 mL), and stirred for 25 min at 80 °C. Upon completion of the reaction, the solution was cooled to room temperature and slowly poured into water (80 mL), which was subsequently neutralized by the addition of saturated aqueous sodium carbonate solution. The reaction mixture was extracted with dichloromethane (3 x 80 mL), the organic layers were combined and dried with anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to afford 3-methyl-2-pyridinecarboxamide as a white solid (2.65 g, 97% yield). The product was characterized by 1H NMR (CDCl3, 400 MHz): δ 8.43 (dd, 1H), 7.93 (brs, 1H), 7.62 (dd, 1H), 7.35 (dd, 1H), 5.44 (brs, 1H), 2.76 (s, 3H).

References

[1] Patent: WO2013/119639, 2013, A1. Location in patent: Page/Page column 74; 75
[2] Applied Organometallic Chemistry, 2012, vol. 26, # 7, p. 377 - 382
[3] Synthetic Communications, 2014, vol. 44, # 4, p. 474 - 480

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