Water → HCID 66961740, compound

HRID 1446603Notes

Reaction equation

HRID 1446603 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][C:5]=1[F:11])=[O:3].[NH:12]1[CH:16]=[N:15][CH:14]=[N:13]1.C(=O)([O-])[O-].[K+].[K+].O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:11][C:5]1[CH:6]=[C:7]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[CH:8]=[CH:9][C:4]=1[C:2](=[O:3])[CH3:1]

Participants

7

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 677702,4-Difluoroacetophenone

Product 1

HCID 66961740HCID 66961740, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2,4-difluoroacetophenone (2.43 mL), 1,2,4-triazole (1.59 g) and potassium carbonate (5.32 g) in toluene (10 mL) was stirred at 100° C. overnight. The reaction solution was returned to room temperature, and then water and ethyl acetate were added to the reaction solution and the organic layer was partitioned. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (elution solvent:heptane-ethyl acetate system) to obtain 187 mg of the title compound. Properties data of the compound are as follows.

Workup

  1. customwas returned to room temperature
  2. customthe organic layer was partitioned
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel chromatography (elution solvent:heptane-ethyl acetate system)

Sources & evidence

ORD record
ord-226b4c0238a049e48e561712a96f1db8
Source dataset
uspto-grants-2010_02
Patent number
US07667041B2

Reaction notes

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