Potassium Carbonate → HCID 22250324, compound

HRID 516502Notes

Reaction equation

HRID 516502 reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:12][C:13]([F:20])([F:19])[C:14]1[CH:18]=[CH:17][NH:16][N:15]=1.C(=O)([O-])[O-].[K+].[K+]>>[F:9][C:8]([F:11])([F:10])[C:7]1[C:2]([N:16]2[CH:17]=[CH:18][C:14]([C:13]([F:20])([F:19])[F:12])=[N:15]2)=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 5898332-Chloro-3-(trifluoromethyl)pyridineHCID 18070343-(Trifluoromethyl)pyrazole

Product 1

HCID 22250324HCID 22250324, compoundYield 62.2%

Conditions

Temperature
100 °C

Procedure

A mixture of 2-chloro-3-trifluoromethylpyridine (3.62 g, 21 mmol), 3-trifluoromethylpyrazole (2.7 g, 20 mmol), and potassium carbonate (6.0 g, 43 mmol) were heated at 100° C. for 18 h. The cooled reaction mixture was added to ice/water (100 mL). The mixture was extracted twice with ether (100 mL) and the combined ether extracts were washed twice with water (100 mL). The organic layer was dried with magnesium sulfate and concentrated to an oil. Chromatography on silica gel with hexanes:ethyl acetate (8:1 to 4:1) as eluent gave the title compound (3.5 g) as an oil.

Workup

  1. customThe cooled reaction mixture
  2. extractionThe mixture was extracted twice with ether (100 mL)
  3. washthe combined ether extracts were washed twice with water (100 mL)
  4. dry with materialThe organic layer was dried with magnesium sulfate
  5. concentrationconcentrated to an oil

Sources & evidence

ORD record
ord-076a0cd80e0c4f1db42a42ada06f7eb1
Source dataset
uspto-grants-2015_08
Patent number
US09113630B2

Reaction notes

Loading…