反应详情

温度

-78 °C

To a suspension of compound 6.2 (5 mmol) in dry THF (25 mL) was added LDA (6 mmol, 2.0 M in heptane/THF/ethylbenzene) at −78° C. under an atmosphere of N2. After stirring at −78° C. for 30 minutes, the mixture was transferred to a pre-cooled solution of methyl methanethiosulfonate (8 mmol) in of dry THF (10 mL) at −78° C. The resulting mixture was slowly warmed to room temperature and stirred for 2 hours. The reaction was quenched by the addition of several portions of sat. aq. NH4Cl, concentrated and partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was separated, dried and concentrated to give a residue that was purified by flash column chromatography on silica gel to give 4-chloro-6-methylsulfanyl-thieno[3,2-d]pyrimidine (compound 63.1).

1. temperatureThe resulting mixture was slowly warmed to room temperature
2. stirringstirred for 2 hours
3. customThe reaction was quenched by the addition of several portions of sat. aq. NH4Cl
4. concentrationconcentrated
5. custompartitioned between EtOAc and saturated aqueous NaHCO3
6. customThe organic layer was separated
7. customdried
8. concentrationconcentrated
9. customto give a residue that
10. customwas purified by flash column chromatography on silica gel