N-(6-aminopyridin-2-yl)acetamide Chemical Properties

Melting point:

158.0 to 162.0 °C

Boiling point:

419.4±30.0 °C(Predicted)

Density 

1.280±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

13.52±0.70(Predicted)

color 

White to Almost white

Safety Information

HS Code 

2933.39.9200

N-(6-aminopyridin-2-yl)acetamide Usage And Synthesis

Synthesis

GENERAL STEPS: Preparation of N-(6-aminopyridin-2-yl)acetamide; 2,6-diaminopyridine (9.822 g, 90 mmol) was dissolved in dioxane (100 mL) and cooled to 0 °C. Acetyl chloride (2.355 g, 2.1 mL, 30 mmol) was added slowly dropwise and stirred at 0 °C for 1 hour. The ice bath was removed and the reaction mixture was allowed to stir overnight at room temperature. Upon completion of the reaction, the reaction was quenched with saturated NaHCO3 solution and subsequently extracted three times with ethyl acetate. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography using 60-70% ethyl acetate/hexane gradient elution afforded the target compound N-(6-aminopyridin-2-yl)acetamide (3.45 g, 76% yield). Mass spectrum (ESI-MS): m/z = 152.1 [M+H]+; 1H NMR (CDCl3, ppm): δ 7.49 (m, 3H), 6.28 (d, 1H), 4.31 (s, br, 2H), 2.19 (s, 3H).

References

[1] Journal of Organic Chemistry, 2014, vol. 79, # 2, p. 711 - 719
[2] Patent: WO2005/35499, 2005, A1. Location in patent: Page/Page column 46
[3] Journal of the American Chemical Society, 2016, vol. 138, # 50, p. 16228 - 16231
[4] Journal of the American Chemical Society, 1947, vol. 69, p. 1147,1148

N-(6-aminopyridin-2-yl)acetamide(1075-62-3)Related Product Information

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