5-nitro-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester → HCID 67365405, compound

HRID 2063687Notes

Reaction equation

HRID 2063687 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[C:18]([F:20])[C:17]([F:21])=[C:16]([F:22])[CH:15]=2)[N:7]=[C:8]([N+:10]([O-])=O)[CH:9]=1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[C:18]([F:20])[C:17]([F:21])=[C:16]([F:22])[CH:15]=2)[N:7]=[C:8]([NH2:10])[CH:9]=1)=[O:4]

Participants

4

Reactant 1

HCID 673642705-nitro-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 67365405HCID 67365405, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 5-nitro-2-(3,4,5-trifluoro-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester (649 mg, 2.1 mmol) in 12 ml of methanol was added 100 mg of palladium 10% on charcoal and the mixture hydrogenated for 1.5 hours at room temperature and normal pressure. The catalyst was filtered off and the filtrate concentrated to yield the title compound as a colorless solid (47 mg, Yield=80%). MS ISP (m/e): 286.0 (100) [(M+H)+].

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-4918fa34fbb441c38ea682f7fe38dd39
Source dataset
uspto-grants-2012_10
Patent number
US08288403B2

Reaction notes

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