1-(3-((4-nitro-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanone → 1-(3-((4-amino-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanone

HRID 706715Notes

Reaction equation

HRID 706715 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][N:8]2[CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][N:16]([C:20](=[O:22])[CH3:21])[CH2:15]1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][N:8]2[CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][N:16]([C:20](=[O:22])[CH3:21])[CH2:15]1

Participants

4

Reactant 1

HCID 679745911-(3-((4-nitro-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanone

Product 1

HCID 679763001-(3-((4-amino-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanoneYield 100.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(3-((4-nitro-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanone (0.022 g, 0.073 mmol) in MeOH (1 mL) was purged with Argon, treated with 10% palladium on carbon (0.002 g) purged with more Argon, and then attached to a hydrogen balloon. The mixture was stirred at ambient temperature overnight, filtered through glass fiber filter paper, washed with MeOH and concentrated to give 1-(3-((4-amino-1H-indazol-1-yl)methyl)piperidin-1-yl)ethanone (0.020 g, 100% yield) as an amber oil.

Workup

  1. custompurged with more Argon
  2. filtrationfiltered through glass fiber
  3. filtrationfilter paper
  4. washwashed with MeOH
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c61bb48d1db644839f175bdbbad22d1c
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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