Reacción #47911

Ecuación de reacción

6-Benzyl-5,6,7,8-tetrahydro-N-(4-(trifluoromethylsulfonyl)phenyl)pyrido[4,3-d]pyrimidin-4-amine

1-chloroethylchloroformate

N,N-diisopropylethylamine

→

product

Rendimiento 83.0%

5,6,7,8-Tetrahydro-N-(4-(trifluoromethylsulfonyl)phenyl)pyrido[4,3-d]pyrimidin-4-amine

Rendimiento 83.0%

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for an additional 2 h
2. 2
   OtroThe chloroform was removed under vacuum and 30 ml of methanol
3. 3
   workup.ADDITIONwas added
4. 4
   Temperaturathe mixture was heated for 30 min
5. 5
   OtroUpon reaction completion
6. 6
   Otrothe methanol was removed
7. 7
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
8. 8
   Lavadowashed with sat. NaHCO3 and brine
9. 9
   SecadoThe organic layer was dried over Na2SO4
10. 10
    Filtraciónfiltered
11. 11
    Otroevaporated

Procedimiento

6-Benzyl-5,6,7,8-tetrahydro-N-(4-(trifluoromethylsulfonyl)phenyl)pyrido[4,3-d]pyrimidin-4-amine (270 mg, 0.55 mmol) was dissolved in anhydrous chloroform (10 mL) and 1-chloroethylchloroformate was added (0.18 mL, 1.65 mmol). After stirring for 30 min, N,N-diisopropylethylamine was added (0.24 mL, 1.65 mmol) and the mixture was stirred for an additional 2 h. The chloroform was removed under vacuum and 30 ml of methanol was added and the mixture was heated for 30 min. Upon reaction completion, the methanol was removed and the residue was dissolved in ethyl acetate and washed with sat. NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered and evaporated to give the product (163 mg, 83%).

Fuente