反应详情

温度

70 °C

A solution of ethyl(S-methylsulfonimidoyl)acetate was dissolved in anhydrous DMF (1 mL) and treated with 5-iodo-6-amino-nicotinic acid (82 mg, 1.05 eq), diisopropylamine (0.1 mL, 2 eq), and BOP (149 mg, 1.1 eq) with stirring. The reaction mixture was heated to 70° C. for 6 hours and then partitioned between EtOAc and aq NH4Cl. The organic layer was separated, washed with saturated aq NaHCO3 (1×) and brine (1×), and dried over Na2SO4. The organic phase was filtered and concentrated. The residue as purified by gradient column chromatography (EtOAc-Hexane 1:9 to 2:3). Concentration of the product containing fractions provided the title compound as a brown oil (24 mg).

1. custompartitioned between EtOAc and aq NH4Cl
2. customThe organic layer was separated
3. washwashed with saturated aq NaHCO3 (1×) and brine (1×)
4. dry with materialdried over Na2SO4
5. filtrationThe organic phase was filtered
6. concentrationconcentrated
7. customThe residue as purified by gradient column chromatography (EtOAc-Hexane 1:9 to 2:3)
8. additionConcentration of the product containing fractions