HCID 70116313, compound → HCID 70116003, compound

HRID 2368303Notes

Reaction equation

HRID 2368303 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]([C:5]1[C:9]([N+:10]([O-])=O)=[CH:8][N:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:6]=1)=[O:4]>C1COCC1.[Pd]>[CH3:1][N:2]([CH3:19])[C:3]([C:5]1[C:9]([NH2:10])=[CH:8][N:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 70116313HCID 70116313, compound

Product 1

HCID 70116003HCID 70116003, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-nitro-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid dimethylamide (50 mg, 0.19 mmol) in THF (3 ml) was flushed with argon and treated with Pd/C 10% (11 mg, 0.01 mmol). The reaction vessel was evacuated and flushed with hydrogen three times and the reaction was stirred at ambient temperature overnight. The reaction mixture was filtrated and the solvent was evaporated to yield a solid material (44 mg, 99%) which was used without further purification.

Workup

  1. customThe reaction vessel was evacuated
  2. customflushed with hydrogen three times
  3. filtrationThe reaction mixture was filtrated
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-dace39399e45447287d3407d6dadaad5
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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