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Dimethylformamide → 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-N-(1-pyrazolyl)benzoic acid amide

HRID 1187951
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1187951
CN(C)C=O.[NH2:6][N:7]1[CH:11]=[CH:10][CH:9]=[N:8]1.[Cl:12][C:13]1[CH:14]=[C:15]([C:20]2([C:35]([F:38])([F:37])[F:36])[O:24][N:23]=[C:22]([C:25]3[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[C:27]([CH3:34])[CH:26]=3)[CH2:21]2)[CH:16]=[C:17]([Cl:19])[CH:18]=1.C(OCC)(=O)C>CN(C)C(=O)C>[Cl:12][C:13]1[CH:14]=[C:15]([C:20]2([C:35]([F:37])([F:36])[F:38])[O:24][N:23]=[C:22]([C:25]3[CH:33]=[CH:32][C:28]([C:29]([NH:6][N:7]4[CH:11]=[CH:10][CH:9]=[N:8]4)=[O:30])=[C:27]([CH3:34])[CH:26]=3)[CH2:21]2)[CH:16]=[C:17]([Cl:19])[CH:18]=1
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Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 118293521H-pyrazol-1-amineHCID 866114794-(5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl)-2-methylbenzoyl chloride

Produkt 1

HCID 671639784-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-N-(1-pyrazolyl)benzoic acid amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

In 4 mL of N,N-dimethylacetamide, 0.23 g of 50% N,N-dimethylformamide solution of 1-aminopyrazole was added, and 0.30 g of 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methylbenzoyl-chloride synthesized in Step 4 of Synthetic Example 1 was added at room temperature with stirring, and stirred at the same temperature for 2 hours. After the completion of the reaction, 20 mL of ethyl acetate was added in the reaction mixture, washed with water (20 mL×1), and then the organic phase was dehydrated with and dried over saturated sodium chloride aqueous solution and then anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with neutral alumina column chromatography that was eluated with chloroform to obtain 0.22 g of the aimed product as yellow resinous substance.

Aufarbeitung

  1. stirringstirred at the same temperature for 2 hours
  2. additionwas added in the reaction mixture
  3. washwashed with water (20 mL×1)
  4. dry with materialdried over saturated sodium chloride aqueous solution
  5. distillationanhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure
  6. customThe residue was purified with neutral alumina column chromatography that

Quellen und Nachweise

ORD-Eintrag
ord-5e509835db1b444ca5d9a76fd09a87fe
Quelldatensatz
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08673951B2

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