反应详情

温度

-10 °C

To a −78° C. solution of 3.0 g (19.5 mmol) of 4-amino-2,6-dimethoxypyridine in 75 mL of THF was added dropwise 10.6 mL (17.0 mmol) of 1.6 M n-butyllithium in hexanes. The reaction solution was stirred for 15 minutes at which time 1.8 g (4.9 mmol) of 6-(3,5-dimethoxy-phenyl)-8-ethyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one was added in small portions as a solid. The reaction mixture was allowed to warm slowly to −10° C. then remain at −10° C. overnight. The reaction mixture was poured into ethyl acetate/water/3.5 mL 6N HCl. The mixture is shaken and separated. The organic phase was washed with a saturated solution of sodium bicarbonate, twice with water, and brine, then dried over magnesium sulfate, filtered, and concentrated to a solid yellow residue. The solid was triturated under 25 mL of 1:15:10 methanol/chloroform/ethyl acetate and filtered to give a yellow solid that is crystallized from 300 mL of acetonitrile to give 1.15 g (51%) of the titled compound.

1. additionwas added in small portions as a solid
2. customseparated
3. washThe organic phase was washed with a saturated solution of sodium bicarbonate, twice with water, and brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated to a solid yellow residue
7. customThe solid was triturated under 25 mL of 1:15:10 methanol/chloroform/ethyl acetate
8. filtrationfiltered
9. customto give a yellow solid
10. customthat is crystallized from 300 mL of acetonitrile