5-(1-Methylethyl)-2-pyridinamine Chemical Properties

Boiling point:

253 ºC

Density 

1.008

Flash point:

130 ºC

storage temp. 

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

pka

6.95±0.13(Predicted)

Appearance

Light yellow to brown Solid-liquid mixture

Safety Information

RIDADR 

UN2810

HazardClass 

6.1

5-(1-Methylethyl)-2-pyridinamine Usage And Synthesis

Uses

5-Isopropylpyridine-2-amine can be used as a pharmaceutical synthesis intermediate.

Synthesis

Step B: Synthesis of 5-isopropylpyridin-2-amine as an intermediate; [0209] A mixture of 2-nitro-5-(prop-1-en-2-yl)pyridine (0.104 g, 0.63 mmol) with 10% palladium-carbon catalyst (0.011 g, 10 wt%) in ethanol (10 mL) was subjected to a hydrogen atmosphere and stirred at atmospheric pressure for overnight reaction. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure to give 5-isopropylpyridin-2-amine (0.120 g, 139% yield) as an oily product. Its structure was confirmed by 1H NMR (500 MHz, CDCl3): δ 7.68 (d, J = 8.1 Hz, 1H), 7.51 (s, 1H), 7.48 (s, 2H), 7.14 (d, J = 9.1 Hz, 1H), 3.45-3.42 (m, 1H), 1.38 (d, J = 8.6 Hz, 6H); ESI MS m/z 137 [M + H]+.

References

[1] Patent: WO2009/42907, 2009, A1. Location in patent: Page/Page column 83

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