反应详情

温度

50 °C

A mixture of 7-bromo-2,2-dimethyl-6-(1H-pyrazol-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (50 mg, 0.153 mmol), 1 M HCl (0.5 mL, 0.50 mmol) and MeOH (2.5 mL) was stirred at 50° C. After 1 h, the mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was mixed with MgSO4 (18.4 mg, 0.153 mmol), cyclohexanone (1 mL, 9.65 mmol), PTSA (2.9 mg, 0.015 mmol) and DMF (1 mL). The mixture was stirred at 80° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, silica gel, hexane to EtOAc). Then, the obtained oil was triturated with EtOAc, and the precipitate was collected by filtration to afford the title compound (16.9 mg, 30%) as a pale yellow solid:

1. extractionextracted with EtOAc
2. dry with materialthe extract was dried over MgSO4
3. filtrationfiltered
4. concentrationconcentrated under reduced pressure
5. stirringThe mixture was stirred at 80° C. for 1 h
6. extractionextracted with EtOAc
7. dry with materialthe extract was dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by column chromatography (Purif, silica gel, hexane to EtOAc)
11. customThen, the obtained oil was triturated with EtOAc
12. filtrationthe precipitate was collected by filtration