Lithium hydroxide, monohydrate → 5-Cyclopropyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid
Reaktionsgleichung
C([O:3][C:4]([C:6]1[C:7]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[N:8][N:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]([F:24])([F:23])[F:22])[CH:15]=2)[C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5])C.O.[OH-].[Li+]>C1COCC1.CO.O.C(Cl)Cl>[CH:11]1([C:10]2[N:9]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]([F:24])([F:22])[F:23])[CH:15]=3)[N:8]=[C:7]([C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)[C:6]=2[C:4]([OH:5])=[O:3])[CH2:12][CH2:13]1Komponenten
7
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 4
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a solution of 5-cyclopropyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (154 mg, 0.37 mmol) in 2 ml THF, 1 ml methanol and 1 ml water, was added lithium hydroxide monohydrate (26 mg, 1.11 mmol). The solution was heated at 80° C. for 2 h. The reaction mixture was cooled, diluted with CH2Cl2 and washed with water. The aqueous phases were extracted with three portions of CH2Cl2. The combined organic layers were dried over magnesium sulfate, and evaporated to deliver a white solid (128 mg, 89%) of the tide compound. MS: 388.2 (M−H−).
Aufarbeitung
- temperatureThe reaction mixture was cooled
- washwashed with water
- extractionThe aqueous phases were extracted with three portions of CH2Cl2
- dry with materialThe combined organic layers were dried over magnesium sulfate
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-57c0dea084844985979a8830900e4ce2
- Quelldatensatz
- uspto-grants-2011_07
- Patentnummer
- US07977358B2
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