Reacción #92250

Ecuación de reacción

DIEA

5-chloropyrazolo[1,5-a]pyrimidine

(R)-2-(2,5-difluorophenyl)pyrrolidine

n-butanol

→

product

Rendimiento 68.0%

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine

Rendimiento 68.0%

Disolventes

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIn a pressure reaction tube
2. 2
   OtroPreparation A
3. 3
   OtroThe yellowish suspension was sealed
4. 4
   TemperaturaThe reaction was cooled to ambient temperature
5. 5
   Filtraciónfiltered
6. 6
   Lavadorinsing the solid with EtOAc
7. 7
   LavadoThe filtrate (330 mL) was washed with water (2×150 mL), brine (100 mL)
8. 8
   Concentraciónconcentrated
9. 9
   Otropurified by silica chromatography
10. 10
    Lavadoeluting with 2:1 EtOAc/hexanes

Procedimiento

In a pressure reaction tube was added 5-chloropyrazolo[1,5-a]pyrimidine (4.2 g, 27 mmol), (R)-2-(2,5-difluorophenyl)pyrrolidine (Preparation A; 5.3 g, 29 mmol), anhydrous n-butanol (5 ml, 55 mmol), and DIEA (9.5 ml, 55 mmol). The yellowish suspension was sealed and heated in an oil bath (160° C.) overnight. The reaction was cooled to ambient temperature, diluted with EtOAc (250 mL), and filtered, rinsing the solid with EtOAc. The filtrate (330 mL) was washed with water (2×150 mL), brine (100 mL), concentrated, and purified by silica chromatography, eluting with 2:1 EtOAc/hexanes to give the product as a bright yellowish solid (5.6 g, 68% yield).

Fuente