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6-(chloropyrazin-2-yl)phenylamine synthesis

1synthesis methods
-

Yield:642459-03-8 45%

Reaction Conditions:

in N-methylpyrrolidine (NMP) at 190; under 760.051 Torr; for 0.333333 h;Microwave;

Steps:

2; B

EXAMPLE 2 General Synthetic Procedure B Preparation of (6-Chloro-pyrazin-2-yl)-phenyl-amine To a solution of 2, 6-dichloropyrazine (5 g, 33.5 mmol, 1.0 equiv) in N- methylpyrrolidine (NMP) (11 ml) was added aniline (3.4 ml, 36. 9 mmol, 1.1 equiv). The mixture was then heated to 190°C under microwave assisted heating (50 to 200 watts) for 20 minutes at atmospheric pressure. The reaction was cooled to room temperature and water (10 ml) and 1N NaOH (10 ml) were added. The mixture was extracted three times with diethyl ether. The combined organic layers were washed with water, brine, dried (MgS04) and concentrated under reduced pressure. The title compound was purified by flash chromatography on silica (100 g, Si02) eluted with 15% ethyl acetate-petrol to afford 3.1 g (45%); LCMS 3.74 min, m/z [M (35Cl) +H] + 206.

References:

WO2004/4730,2004,A2 Location in patent:Page/Page column 34