Tetrahydrofuran → HCID 86590230, compound

HRID 990743

Reaction equation

HRID 990743 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-af3d016ba4b84913ad02bef40af1494c
Source dataset
uspto-grants-2002_10
Patent number
US06462049B1

Linked notes

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