Reacción #92556

Ecuación de reacción

7-(2-(methylamino)phenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

NaBH4

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product

Rendimiento 56.9%

7-(2-(Methylamino)phenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

Rendimiento 56.9%

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated
2. 2
   Otroto remove EtOH
3. 3
   OtroThe residue was partitioned between 30 mL of water and 30 mL of EA
4. 4
   ConcentraciónThe organic layer was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 10 mL of MeOH
6. 6
   workup.STIRRINGThe reaction mixture was stirred at it under 1 atm. of H2 for 15 hr
7. 7
   FiltraciónThen, the mixture was filtered
8. 8
   ConcentraciónThe filtrate was concentrated
9. 9
   Otropurified by the flash chromatography (PE/EA=1/1)

Procedimiento

To a solution of 7-(2-(methylamino)phenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (250 mg, 0.6 mmol) in 10 mL EtOH was added NaBH4 (100 mg). The reaction mixture was stirred at it for 15 hr, and then concentrated to remove EtOH. The residue was partitioned between 30 mL of water and 30 mL of EA. The organic layer was concentrated. The residue was dissolved in 10 mL of MeOH, followed by 10% w/w Pd/C (50 mg). The reaction mixture was stirred at it under 1 atm. of H2 for 15 hr. Then, the mixture was filtered. The filtrate was concentrated and purified by the flash chromatography (PE/EA=1/1) to give the product as a white solid (144 mg, yield: 56.5%). MS (ESI) m/e [M+1]+ 421.9.

Fuente