Isoamyl Nitrite → HCID 86616968, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 6.8 g (0.022 mol) 5-amino-6-(4-trifluoromethoxy-phenyl)-pyrazine-2-carboxylic acid methyl ester in 150 ml dibromomethane was added 3.50 ml (3.052 g; 0.026 mol) isoamylnitrite. To the resulting suspension was added drop wise during 30 minutes a solution of 3.38 ml (3.38 g; 0.026 mol) trimethylbromosilane in 5 ml dibromomethane at 0° C. The mixture was stirred at 0° C. for 0.5 hours and 2 hours at room temperature. To the resulting turbid reaction mixture was added ca 150 ml of a 10% aqueous sodium bicarbonate solution with stirring. The phases were separated the organic phase was dried over magnesium sulfate, evaporated and purified by chromatography on silica gel with a gradient of 100% heptane to 10% ethyl acetate in heptane to yield 6.38 g of the title compound as off white crystalline solid. MS (ISP) (M+H+)=377.0 and 379.0.

Provenance & Evidence