HCID 178434470, compound → HCID 178434468, compound

HRID 1943872Notes

Reaction equation

HRID 1943872 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=2)[NH:4][N:3]=1>[Pd].CCO>[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[NH:4][N:3]=1

Participants

4

Reactant 1

HCID 178434470HCID 178434470, compound

Product 1

HCID 178434468HCID 178434468, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 25 mL round bottom flask was charged with 3-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine (39 mg, 0.22 mmol) and 10% (wt.) Pd on activated carbon (12 mg, 0.011 mmol). EtOH (10 mL) was added, and then H2 was passed through the reaction mixture for 15 minutes. The vessel was left to stir under an H2 balloon for 4 hours, after which it was filtered through a 0.45 μm PVDF filter. The volatiles were removed to afford 3-methyl-1H-pyrazolo[3,4-b]pyridin-5-amine as a solid (30 mg, 92% yield).

Workup

  1. waitThe vessel was left
  2. filtrationafter which it was filtered through a 0.45 μm PVDF
  3. filtrationfilter
  4. customThe volatiles were removed

Sources & evidence

ORD record
ord-ac9a6ecb73c2469daf0798b2861764da
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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