反应详情

温度

33 °C

Into a 250-mL, 3-necked, round-bottom flask, equipped with a mechanical stirrer, condenser, dropping funnel, and thermocouple temp monitor, under an atmosphere of nitrogen was added N,N-dimethylformamide (75 mL) , 4,5-dichlorothieno[2,3-d]pyrimidine (7.47 g, 36 mmol), 3-hydroxyphenethylamine hydrochloride (5.0 g, 28.8 mmol), and triethylamine (10.7 mmol). After exothermic mixing of the reagents raised the temperature of the reaction mixture to 33° C., the mixture was allowed to stir overnight while returning to 25° C. Then the mixture was poured into water and extracted with warm (60° C.) ethyl acetate (5×70 mL). The combined organic phases were washed with water (2×70 mL), brine (70 mL), dried (MgSO4), filtered through silica gel/Celite plug, and most of the solvent removed in vacuo to give a yellow oil. The oil was dissolved in ethyl acetate (100 mL), heated to reflux, and allowed to cool to 25° C. A yellow crystalline solid formed, and was removed via suction filtration; the product was air dried on the funnel for 3 h, to give 6.34 g, 20.8 mmol, 72 percent yield, 164-165° C.

1. customInto a 250-mL, 3-necked, round-bottom flask, equipped with a mechanical stirrer, condenser
2. additionAfter exothermic mixing of the reagents
3. customwhile returning to 25° C
4. extractionextracted
5. temperaturewith warm (60° C.) ethyl acetate (5×70 mL)
6. washThe combined organic phases were washed with water (2×70 mL), brine (70 mL)
7. dry with materialdried (MgSO4)
8. filtrationfiltered through silica gel/Celite plug
9. custommost of the solvent removed in vacuo
10. customto give a yellow oil
11. temperatureheated
12. temperatureto reflux
13. temperatureto cool to 25° C
14. customA yellow crystalline solid formed
15. customwas removed via suction filtration
16. customdried on the funnel for 3 h
17. customto give 6.34 g, 20.8 mmol, 72 percent yield, 164-165° C.