Reacción #87372

Ecuación de reacción

3-aminopropanenitrile fumarate

sodium methoxide

2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

→

title compound

3-(2-Chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-ylamino)propanenitrile

Disolventes

MeOH

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated to 50° C. for 20 h
2. 2
   ConcentraciónThe reaction mixture was concentrated in vacuo
3. 3
   Otrothe crude was partitioned between EtOAc and 1M NaOH
4. 4
   ConcentraciónThe organic layer was concentrated in vacuo
5. 5
   Otrothe residue was purified by preparative HPLC

Procedimiento

A solution of 3-aminopropanenitrile fumarate (147 mg, 0.74 mmol) and sodium methoxide (1.1 mL, 0.54 mmol) in MeOH (2 mL) was added dropwise to an ice-cold solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (64 mg, 0.25 mmol) in acetonitrile (2 mL). The mixture stirred at rt over night. The mixture was heated to 50° C. for 20 h. The reaction mixture was concentrated in vacuo and the crude was partitioned between EtOAc and 1M NaOH. The organic layer was concentrated in vacuo and the residue was purified by preparative HPLC to give the title compound, 29 mg (40%).

Fuente