반응 #92556

반응 방정식

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

NaBH4

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product

수율 56.9%

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

수율 56.9%

용매

EtOH

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   기타to remove EtOH
3. 3
   기타The residue was partitioned between 30 mL of water and 30 mL of EA
4. 4
   농축The 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
   여과Then, the mixture was filtered
8. 8
   농축The filtrate was concentrated
9. 9
   기타purified by the flash chromatography (PE/EA=1/1)

실험 절차

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.

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