Tetrahydrofuran → HCID 86590230, compound

HRID 1822644

Reaction equation

HRID 1822644 reaction equation
[O-]CCCC.[K+].C1COCC1.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[C:20]1[CH:24]=[CH:23][N:22]([CH2:25][C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[N:21]=1.[Cl:32][C:33]1[N:37]([CH3:38])[N:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[C:34]=1[C:43](Cl)=[O:44]>O>[F:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([F:12])[C:14]=1[C:20]1[CH:24]=[CH:23][N:22]([C:25](=[C:43]([C:34]2[C:35]([C:39]([F:42])([F:41])[F:40])=[N:36][N:37]([CH3:38])[C:33]=2[Cl:32])[OH:44])[C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[N:21]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 27945855-Chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbonyl chlorideHCID 22169508Allyl 2-(3-(2,6-difluorophenyl)pyrazol-1-yl)acetateHCID 23699084Potassium butoxide

Product 1

HCID 86590230HCID 86590230, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium butoxide (0.5 g) was added to a THF (10 mL) solution of allyl 2-{3-(2,6-difluorophenyl)pyrazol-1-yl}acetate (0.5 g) and 5-chloro-1-methyl-3-trifluoromethylpyrazole-4-carbonyl chloride (0.44 g) at 0° C., and stirred for 5 minutes. Water (5 ml) was added thereto, and then extracted with diluted hydrochloric acid and ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, and then concentrated, and the resulting concentrate was purified through silica gel column chromatography (chloroform) to obtain the intended product, Compound No. I-133 (0.89 g).

Workup

  1. extractionextracted with diluted hydrochloric acid and ethyl acetate
  2. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. concentrationthe resulting concentrate
  5. customwas purified through silica gel column chromatography (chloroform)
  6. customto obtain the intended product, Compound No

Sources & evidence

ORD record
ord-1b13ba0bcd2e41769c1748fcfab9e61a
Source dataset
uspto-grants-2006_05
Patent number
US07037880B2

Linked notes

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