Diisopropylethylamine → 5-Bromo-6-(4-fluoro-phenyl)-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

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Reaction Steps

To a solution of 0.78 g of 5-bromo-6-(4-fluoro-phenyl)-pyrazine-2-carboxylic acid in 15.0 ml dichloromethane was added at room temperature 0.39 g (1-chloro-2-methyl-propenyl)-dimethyl-amine and the mixture was stirred for 0.5 hours at room temperature. To the resulting white suspension was added 0.333 g 4-amino-2-cyclopropyl-butan-2-ol and 0.45 ml N-ethyldiisopropylamine and the mixture was stirred for 2 hours at room temperature. The resulting mixture was partitioned between 10% aqueous citric acid and dichloromethane. The phases were separated and the organic layer was dried over magnesium sulfate and evaporated. The residue was purified by chromatography on silica gel using a gradient of heptane to 25% ethyl acetate in heptane to yield 0.70 g of the title compound as white crystals. MS (ISP) (M+H+)=394.1 and 396.0.

Provenance & Evidence