Reacción #657326

ord-08835f14e2cd46918a877973c688d183

Ecuación de reacción

Nc1cc(-c2c(-c3ccccc3)nn3cccnc23)ccn1
4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine
[BH4-].[Na+]
sodium borohydride
O
water
Nc1cc(-c2c(-c3ccccc3)nn3c2NCCC3)ccn1
4-(2-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine
Rendimiento 49.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with dichloromethane (3×50 mL)
  2. 2
    Secadodried over anhydrous magnesium sulphate
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónconcentrated under reduced pressure

Procedimiento

To a mixture of 4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine (60 mg, 0.2 mmol, 1 eq) in 3 mL of ethanol is added sodium borohydride (17 mg, 0.45 mmol, 2.2 eq). The mixture is stirred at room temperature for 2 h. The mixture is then poured into water, extracted with dichloromethane (3×50 mL), dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. 29 mg (47%) of 4-(2-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine are obtained as a white solid which is used in the next step without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09023844B2uspto-grants-2015_05