Calcium Carbonate → HCID 16117651, compound

HRID 2426995Notes

Reaction equation

HRID 2426995 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][NH:11][CH:12]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Ca+2].[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C@@:26]1([CH2:30][N:31]2[CH:35]=[N:34][CH:33]=[N:32]2)[C@H:28]([CH3:29])[O:27]1>CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[N:11][N:10]([C@H:28]([CH3:29])[C@:26]([C:20]3[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:19]=3[F:18])([OH:27])[CH2:30][N:31]3[CH:35]=[N:34][CH:33]=[N:32]3)[CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 101311911-((2-(2,4-Difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, (2R-cis)-HCID 153764824-(4-Fluorophenyl)-1H-pyrazole

Product 1

HCID 16117651HCID 16117651, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 4-(4-fluorophenyl)-1H-pyrazole (0.12 g) in N,N-dimethylformamide (5 ml) were added calcium carbonate (0.15 g) and 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole (0.204 g). While argon gas was provided, stirring was conducted at room temperature for 20 min prior to the irradiation of microwaves thereto at 180° C. for 15 min for reaction. After the reaction was terminated, the solution was diluted in ethyl acetate (10 ml) and washed with a saturated ammonium chloride solution (10 ml) and then with brine (10 ml). The washed organic layer thus formed was dried over anhydrous magnesium sulfate and concentrated by evaporation in a vacuum. The residue was separated through silica gel chromatography to give the title compound (Yield 56%).

Workup

  1. customWhile argon gas was provided
  2. customto the irradiation of microwaves
  3. customat 180° C. for 15 min for reaction
  4. customAfter the reaction was terminated
  5. additionthe solution was diluted in ethyl acetate (10 ml)
  6. washwashed with a saturated ammonium chloride solution (10 ml)
  7. customThe washed organic layer thus formed
  8. dry with materialwas dried over anhydrous magnesium sulfate
  9. concentrationconcentrated by evaporation in a vacuum
  10. customThe residue was separated through silica gel chromatography

Sources & evidence

ORD record
ord-39d6d6d32cb741bca4df2ee9b9dfdb34
Source dataset
uspto-grants-2011_06
Patent number
US07968579B2

Reaction notes

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