HCID 70116313, compound → HCID 70116003, compound

HRID 467706Notes

Reaction equation

HRID 467706 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-9e0229504a854d5798ccf22a325b9ca6
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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