Water → HCID 86612644, compound

HRID 1982958Notes

Reaction equation

HRID 1982958 reaction equation
Cl.Cl[CH2:3][N:4]1[CH:8]=[CH:7][C:6]([CH:9]=[O:10])=[N:5]1.[F:11][C:12]([F:21])([F:20])[CH2:13][CH2:14][CH:15]([C:18]#[N:19])[C:16]#[N:17].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH:9]([C:6]1[CH:7]=[CH:8][N:4]([CH2:3][C:15]([CH2:14][CH2:13][C:12]([F:11])([F:20])[F:21])([C:16]#[N:17])[C:18]#[N:19])[N:5]=1)=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 221857612-(3,3,3-Trifluoropropyl)malononitrileHCID 23149186HCID 23149186, compound

Product 1

HCID 86612644HCID 86612644, compoundYield 2.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.57 g of 1-chloromethyl-3-formylpyrazole hydrochloride and 1.52 g of (3,3,3-trifluoropropyl) malononitrile were dissolved in 30 ml of N,N-dimethylformamide. 2.76 g of potassium carbonate was added to the solution under ice cooling with stirring, followed by stirring at room temperature for 5 hours. Water was added to the reaction mixture, and then extracted with MTBE. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.05 g of [(3-formyl-1H-pyrazole-1-yl)methyl](3,3,3-trifluoropropyl) malononitrile (referred as the compound of the present invention (8), hereinafter) shown by below formula.

Workup

  1. stirringby stirring at room temperature for 5 hours
  2. extractionextracted with MTBE
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e340948455e143b999eae886059a763a
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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