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3-Chloro-6-iodo-pyrazine-2-carbonitrile synthesis

5synthesis methods
3-Amino-6-iodo-pyrazine-2-carbonitrile

1392149-79-9
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3-Chloro-6-iodo-pyrazine-2-carbonitrile

1392149-80-2
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Yield:1392149-80-2 44%

Reaction Conditions:

with hydrogenchloride;sodium nitrite in water at -50 - 20;

Steps:

3e

64.3 ml of hydrochloric acid is added at -5°C to 7.7 g (31.3 mmol) of 3-amino-6- iodopyrazine-2-carbonitrile. At this temperature, a sodium nitrite solution (4.32 g, 62.6 mmol) dissolved in 9 ml of water is added to the reaction mixture and is stirred for 4 hours at -50°C and then at room temperature overnight. Another equivalent of sodium nitrite is added to the reaction mixture and the precipitate formed is filtered, rinsed with water and dried at 50°C to yield 3.65 g (44%) of 3-chloro-6-iodopyrazine-2-carbonitrile in the form of a beige solid.LCMS (EI, m/z): (M+l) 266.491H MR: δΗ ppm (400 MHz, DMSO): 9.13 (1H, s, CHarom)

References:

WO2012/101239,2012,A1 Location in patent:Page/Page column 57-58