反应详情

温度

60 °C

2-((4-(Hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-6-methylthieno[2,3-d]pyrimidin-4(3H)-one (240 mg, 0.697 mmol) was dissolved in DMF (5 mL). NaH (17 mg, 0.708 mmol) was added and the reaction mixture heated at 60° C. for 1 h, then allowed to cool to RT before cooling further with an ice/salt bath to 0° C. Iodomethane (1.14 g, 0.50 mL, 8.03 mmol) was added in one portion and the reaction mixture stirred at RT for 1 h, then allowed to warm to RT, before standing overnight. The reaction mixture was acidified with 2M HCl and extracted into EtOAc (×3). The EtOAc layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Purification by preparative reverse phase HPLC gave the title product as a white solid (76 mg, 0.213 mmol, 31%).

1. temperatureto cool to RT
2. temperaturebefore cooling further with an ice/salt bath to 0° C
3. temperatureto warm to RT
4. waitbefore standing overnight
5. extractionextracted into EtOAc (×3)
6. washThe EtOAc layer was washed with brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customPurification by preparative reverse phase HPLC