Potassium Carbonate → 5-ethynyl-1-phenyl-1H-pyrazole

HRID 1747825Notes

Reaction equation

HRID 1747825 reaction equation
[C:1]1([N:7]2[C:11]([C:12]#[C:13][Si](C)(C)C)=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:12]([C:11]1[N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=[CH:9][CH:10]=1)#[CH:13]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 895862591-phenyl-5-[(trimethylsilyl)ethynyl]-1H-pyrazole

Product 1

HCID 895863365-ethynyl-1-phenyl-1H-pyrazoleYield 85.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-phenyl-5-[(trimethylsilyl)ethynyl]-1H-pyrazole (1.20 g) in methanol (20.0 mL) was added potassium carbonate (0.173 g), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (0.72 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5dff2df3a38046b884dfbd759bd3216a
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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