Tetrahydrofuran → HCID 86590230, compound

HRID 230098

Reaction equation

HRID 230098 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-4efeb1db2a4b4a818ad1b91fe3aab07f
Source dataset
uspto-grants-2009_07
Patent number
US07566683B2

Linked notes

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