HCID 178474492, Verbindung → 4-(2-phenylethynyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine

HRID 588586Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 588586
[C:1]1([C:7]#[C:8][C:9]2[C:10]([C:18]([F:21])([F:20])[F:19])=[N:11][NH:12][C:13]=2[NH:14]C(=O)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[OH-].[Na+]>[C:1]1([C:7]#[C:8][C:9]2[C:10]([C:18]([F:20])([F:21])[F:19])=[N:11][NH:12][C:13]=2[NH2:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 1

HCID 178474492HCID 178474492, Verbindung

Produkt 1

HCID 1785091224-(2-phenylethynyl)-3-(trifluoromethyl)-1H-pyrazol-5-amineAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of N-[4-(2-phenylethynyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]acetamide (900 mg, 3.07 mmol) in ethanol (12 mL) and 25% NaOH (9 mL) was heated to 70° C. for 1.5 h. The organic layer was separated and the aqueous extracted with EtOAc (×2). The combined organics were washed with water and the wash extracted with EtOAc. The combined organics were dried over MgSO4, filtered and evaporated, yielding the title compound as a red oil (652 mg) which was used in the subsequent step.

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionthe aqueous extracted with EtOAc (×2)
  3. washThe combined organics were washed with water
  4. extractionthe wash extracted with EtOAc
  5. dry with materialThe combined organics were dried over MgSO4
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d8ced791ad7547849e679f345cd0ac77
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227976B2

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