反应详情

To a suspension of (S)-6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)-pyrazine-2-carboxylic acid (0.2 g, 577 μmol, Eq: 1.00) in dimethylformamide (4 ml) were added under argon TBTU (204 mg, 635 μmol, Eq: 1.1), ethyldiisopropylamine (373 mg, 478 μl, 2.88 mmol, Eq: 5) and (E)-2-amino-1-cyclopropylethanone O-methyl oxime hydrochloride (104 mg, 635 μmol, Eq: 1.1) and the mixture was stirred at room temperature for 18 h overnight. The reaction mixture was partitioned between ethyl acetate and 10% aqueous citric acid, the phases were separated and the organic phase was dried over MgSO4; filtered; concentrated and purified by flash chromatography (silica gel, 20 g, 5% to 50% ethyl acetate in heptane) to yield the title compound as white crystals (0.12 g, 45.5%, m.p.: 149-152° C.). MS (EI): 457.1 (M+H).

1. additionwere added under argon TBTU (204 mg, 635 μmol, Eq: 1.1)
2. customThe reaction mixture was partitioned between ethyl acetate and 10% aqueous citric acid
3. customthe phases were separated
4. dry with materialthe organic phase was dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by flash chromatography (silica gel, 20 g, 5% to 50% ethyl acetate in heptane)