Potassium Carbonate → HCID 54593112, compound

HRID 1186358Notes

Reaction equation

HRID 1186358 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]=[O:8])[CH:4]=[N:3]1.C(=O)([O-])[O-].[K+].[K+].[F:15][C:16]([Si](C)(C)C)([F:18])[F:17]>CN(C)C=O>[F:15][C:16]([F:18])([F:17])[CH:7]([C:5]1[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=1)[OH:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 5731171-Methyl-1H-pyrazole-4-carbaldehyde

Product 1

HCID 54593112HCID 54593112, compoundYield 47.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 1-methyl-1H-pyrazole-4-carbaldehyde (300 mg, 2.72 mmol) dissolved in N,N-dimethylformamide (4.5 mL), potassium carbonate (75 mg, 0.54 mmol) and (trifluoromethyl)trimethylsilane (0.442 mL, 2.99 mmol), the mixture was stirred and reacted at room temperature for 3 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=10/1) was performed to give 2,2,2-trifluoro-1-(1-methyl-1H-pyrazol-4-yl)ethanol (Compound DJ) (231 mg, yield: 47%).

Workup

  1. customreacted at room temperature for 3 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-59dde7b09b8d4f62835c3df0c1125a5d
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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