Reacción #85937

Ecuación de reacción

water

5-methyl-7-neopentyl-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

hexachloroethane

LiHMDS

→

crude product

Rendimiento 92.1%

3-chloro-5-methyl-7-neopentyl-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

Rendimiento 92.1%

Disolventes

methylene chloride

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with methylene chloride four times (30 mL×4)
2. 2
   SecadoThe combined organic phase is dried over anhydrous sodium sulfate
3. 3
   FiltraciónAfter filtration
4. 4
   Otrothe filtrate is evaporated to dryness

Procedimiento

5-methyl-7-neopentyl-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (500 mg, 1.24 mmol) and hexachloroethane (587 mg, 2.48 mmol) are dissolved in 8 mL of methylene chloride, and then 1.0 M LiHMDS (2.48 mL, 2.48 mmol) in THF is added dropwise. After the reaction mixture is stirred at room temperature for 10 min, 100 mL of deionized water is added, and then extracted with methylene chloride four times (30 mL×4). The combined organic phase is dried over anhydrous sodium sulfate. After filtration, the filtrate is evaporated to dryness to give 500 mg of crude product as brown solids, which is used in the next step without further purification. MS (ESI) m/z 438.2 [M+H]+.

Fuente