Azetidin-1-yl(2-methyl-4-nitro-2H-pyrazol-3-yl)methanone → (4-Amino-2-methyl-2H-pyrazol-3-yl)-azetidin-1-yl-methanone

HRID 467766Notes

Reaction equation

HRID 467766 reaction equation
[N:1]1([C:5]([C:7]2[N:8]([CH3:15])[N:9]=[CH:10][C:11]=2[N+:12]([O-])=O)=[O:6])[CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[NH2:12][C:11]1[CH:10]=[N:9][N:8]([CH3:15])[C:7]=1[C:5]([N:1]1[CH2:4][CH2:3][CH2:2]1)=[O:6]

Participants

4

Reactant 1

HCID 70096944Azetidin-1-yl(2-methyl-4-nitro-2H-pyrazol-3-yl)methanone

Product 1

HCID 70098437(4-Amino-2-methyl-2H-pyrazol-3-yl)-azetidin-1-yl-methanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of azetidin-1-yl-(2-methyl-4-nitro-2H-pyrazol-3-yl)methanone (268 mg, 1.28 mmol) in ethanol (4.5 ml) was added Pd/C 10% (72 mg, 67.7 μmol) and the reaction mixture was stirred at r.t. under a hydrogen atmosphere for 6 h. The reaction mixture was filtered and concentrated in vacuo and the off-white solid was used without further purification in the next step.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe off-white solid was used without further purification in the next step

Sources & evidence

ORD record
ord-d8555050fbf04476acd62be7c7db23c0
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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