1-Methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}-1H-pyrazole → 1-Methyl-5-{2-[4-(trifluoromethyl)phenyl]ethyl}-1H-pyrazole

HRID 238361Notes

Reaction equation

HRID 238361 reaction equation
[CH3:1][N:2]1[C:6]([C:7]#[C:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=[N:3]1>[C].[Pd].CO>[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:16])([F:18])[F:17])=[CH:11][CH:10]=2)=[CH:5][CH:4]=[N:3]1

Participants

4

Reactant 1

HCID 866848631-Methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}-1H-pyrazole

Product 1

HCID 866848641-Methyl-5-{2-[4-(trifluoromethyl)phenyl]ethyl}-1H-pyrazoleYield 80.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

10% Palladium carbon (1.00 g) was added to a methanol (150 mL) solution of 1-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}-1H-pyrazole (2.33 g), and the obtained solution was then stirred under a hydrogen atmosphere at a room temperature overnight. Thereafter, the reaction solution was filtrated with Celite, and the filtrate was then concentrated under a reduced pressure, so as to obtain the title compound (1.90 g) in the form of a colorless oily substance.

Workup

  1. filtrationThereafter, the reaction solution was filtrated with Celite
  2. concentrationthe filtrate was then concentrated under a reduced pressure

Sources & evidence

ORD record
ord-b0c70b810c0b4f8e871976f6e2ab0a80
Source dataset
uspto-grants-2014_02
Patent number
US08642626B2

Reaction notes

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