反应详情

温度

-10 °C

To a −78° C. solution of 4.1 g (32.1 mmol) of 4-amino-2-chloropyridine in 120 mL of THF was added dropwise 17.5 mL (30.5 mmol) of 1.6 M n-butyllithium in hexanes. The reaction solution was stirred for 15 minutes at which time 3.0 g (8.0 mmol) of the product of Example 7, 6-(3,5-dimethoxy-phenyl)-8-ethyl-2-methanesulfinyl-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/5 mL 6N HCl. The mixture was 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 volume of about 200 mL. The suspension was stirred overnight and filtered to give a yellow solid. The solid was triturated under 20 mL of 1:9 methanol/chloroform, filtered, and dried to give 1.89 g (54%) 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 volume of about 200 mL
7. stirringThe suspension was stirred overnight
8. filtrationfiltered
9. customto give a yellow solid
10. customThe solid was triturated under 20 mL of 1:9 methanol/chloroform
11. filtrationfiltered
12. customdried