Reacción #657878

Ecuación de reacción

water

3-(methylsulfanyl)propan-1-ol

sodium hydride

2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

→

title compound

2-[3-(methylsulfanyl)propoxy]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 5 hr
2. 2
   Extracciónthe mixture was extracted with ethyl acetate
3. 3
   LavadoThe extract was washed with saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroThe solvent was evaporated under reduced pressure
6. 6
   OtroThe residue was purified by silica gel column chromatography (acetic acid ethyl/hexane)

Procedimiento

To a suspension of sodium hydride (60% in oil, 48 mg) in tetrahydrofuran (5 ml) was added 3-(methylsulfanyl)propan-1-ol (0.206 ml) at room temperature, and the mixture was stirred at room temperature for 10 min. To the reaction mixture was added 2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (165 mg), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (acetic acid ethyl/hexane) to give the title compound (96 mg).

Fuente