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With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In 1,4-dioxane; at 90℃; for 18h;Inert atmosphere;
To a solution of 6-chloropyrazin-2-amine (1.00 g, 7.75 mmol, 1 eq.) in 1,4-dioxane (20 mL) was added 5-methylfuran-2-ylboronic acid (1.074 g, 8.52 mmol, 1.1 eq.), Na2CO3 (1.23 g, 11.62 mmol, 1.5 eq.), and PdCl2(dppf)?DCM complex (0.316 g, 0.38 mmol, 0.05 eq.). The reaction mixture was deoxygenated using N2 atmosphere and the reaction mixture was heated at 90° C. for 18 h. The progress of the reaction was monitored by LCMS The reaction mixture was filtered through Celite and washed with ethyl acetate (2*20 mL). The filtrate was diluted with water (50 mL) and extracted using ethyl acetate (2*50 mL). The separated organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by flash column chromatography to afford 6-(5-methylfuran-2-yl)pyrazin-2-amine (0.600 g, 43percent). LCMS: 176 [M+1]+
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