反应详情

To a solution of 5-bromonicotinic acid (343 mg, 1.66 mmol) in anhydrous DMF (5.5 mL) was added N,N-diisopropylethylamine (0.58 mL, 3.32 mmol) and ethyl(S-phenylsulfonimidoyl)acetate (415 mg, 1.83 mmol) followed by the final addition of (benzotriazol-1-yloxy)-tris(dimethylamino)-phosphonium hexafluorophosphate (0.81 g, 1.83 mmol). The reaction mixture was stirred at room temperature for 20 min, and then partitioned between saturated aqueous NaHCO3 and EtOAc. The organic layer was separated and washed once with brine and dried over anhydrous Na2SO4. The organic layer was concentrated and the residue purified by chromatography (silica gel, gradient elution (5:1 Hexane/EtOAc to 3:1 Hexane/EtOAc). The product containing fractions were concentrated to give the title compound as a white solid (230 mg, 34%).

1. custompartitioned between saturated aqueous NaHCO3 and EtOAc
2. customThe organic layer was separated
3. washwashed once with brine
4. dry with materialdried over anhydrous Na2SO4
5. concentrationThe organic layer was concentrated
6. customthe residue purified by chromatography (
7. washsilica gel, gradient elution (5:1 Hexane/EtOAc to 3:1 Hexane/EtOAc)
8. additionThe product containing fractions
9. concentrationwere concentrated