HCID 178418361, compound → HCID 178461433, compound

HRID 1943913Notes

Reaction equation

HRID 1943913 reaction equation
[CH3:1][C@H:2]1[CH2:4][C@H:3]1[C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=2)[NH:7][N:6]=1.[H][H]>CO.[Pd]>[CH3:1][C@H:2]1[CH2:4][C@H:3]1[C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[NH:7][N:6]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178461434HCID 178461434, compound

Product 1

HCID 178461433HCID 178461433, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(cis-2-Methylcyclopropyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (0.0462 g, 0.212 mmol) and Pd/C were taken up in MeOH. Hydrogen gas was passed through for 10 minutes, and the reaction mixture was stirred under a hydrogen atmosphere for 20 minutes. The solution was filtered through celite and concentrated to provide 3-(cis-2-methylcyclopropyl)-1H-pyrazolo[3,4-b]pyridin-5-amine as an oil, which was used without further purification.

Workup

  1. customwas passed through for 10 minutes
  2. filtrationThe solution was filtered through celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-98e2f883c1334237b6a9accd73e75a67
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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