反应详情

Into a solution of Compound 67 (206 mg, 0.5 mmol) and MeNH2 (2.0 M in MeOH, 1.25 mL) in 10 mL of EtOH was added HOAc (0.15 mL). The solution was heated under reflux for 2 hours, cooled to room temperature. The solution was treated with tosylmethyl isocyanide (0.75 mmol) and K2CO3 (2 mmol). The mixture was stirred under reflux for 2 hours. The reaction mixture was concentrated and partitioned between ethyl acetate and 1 N NaOH aq. solution. The organic phase was washed with water, dried (Na2SO4) and concentrated. The residue was purified by column chromatography on silica gel (eluted with MeOH in CH2Cl2) to give Compound 80 (125 mg, 54%) as a yellow solid.

1. temperatureThe solution was heated
2. temperatureunder reflux for 2 hours
3. temperatureunder reflux for 2 hours
4. concentrationThe reaction mixture was concentrated
5. custompartitioned between ethyl acetate and 1 N NaOH aq. solution
6. washThe organic phase was washed with water
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. customThe residue was purified by column chromatography on silica gel (eluted with MeOH in CH2Cl2)