Trifluoroacetic acid → HCID 11957741, Verbindung

HRID 655942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655942
[Cl:1][C:2]1[C:3]([CH:9]2[CH2:11][CH:10]2[N:12]([C:20]([C:22]2[C:23]([CH:28]([F:30])[F:29])=[N:24][N:25]([CH3:27])[CH:26]=2)=[O:21])C(=O)OC(C)(C)C)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:3]([CH:9]2[CH2:11][CH:10]2[NH:12][C:20]([C:22]2[C:23]([CH:28]([F:30])[F:29])=[N:24][N:25]([CH3:27])[CH:26]=2)=[O:21])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 66918177HCID 66918177, Verbindung

Produkt 1

HCID 11957741HCID 11957741, VerbindungAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

0.200 g of tert-butyl [2-(3,5-dichloropyridin-2-yl)cyclopropyl]{[3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl]carbonyl}carbamate (0.00039 mol) are dissolved in 5 ml of dichloromethane. 0.50 ml of trifluoroacetic acid are added to the reaction mixture which is left stirring at room temperature overnight. The reaction mixture is quenched with 15 ml of an aqueous solution of saturated sodium bicarbonate. After separation, the aqueous phase is extracted with dichloromethane (10 ml). The combined organic phases are dried over magnesium sulfate, filtered, concentrated to dryness and purified on silica to yield to 120 mg of N-[2-(3,5-dichloropyridin-2-yl)cyclopropyl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (76%).

Aufarbeitung

  1. waitis left
  2. customThe reaction mixture is quenched with 15 ml of an aqueous solution of saturated sodium bicarbonate
  3. customAfter separation
  4. extractionthe aqueous phase is extracted with dichloromethane (10 ml)
  5. dry with materialThe combined organic phases are dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. custompurified on silica

Quellen und Nachweise

ORD-Eintrag
ord-9dc09ef4331b4d809ec72c88cabcdfeb
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071629B2

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