Lithium hydroxide, monohydrate → 5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid

Temperatur

80 °C

To a solution of 5-methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (605 mg, 1.55 mmol) in 5 ml THF, 2.5 ml methanol and 2.5 ml water, was added lithium hydroxide monohydrate (111 mg, 4.63 mmol). The solution was heated at 80° C. for 2 h. The reaction mixture was cooled, diluted with EtOAc and washed twice with 10% KHSO4 and brine. The aqueous phases were extracted with EtOAc and with three portions of CH2Cl2. The combined organic layers were dried over magnesium sulfate, and evaporated. The residue was precipitated from tBuOMe to give a white solid (436 mg, 76%) of the title compound. MS: 364.1 (MH+).

1. temperatureThe reaction mixture was cooled
2. washwashed twice with 10% KHSO4 and brine
3. extractionThe aqueous phases were extracted with EtOAc and with three portions of CH2Cl2
4. dry with materialThe combined organic layers were dried over magnesium sulfate
5. customevaporated
6. customThe residue was precipitated from tBuOMe

ORD-Eintrag

ord-8695e4155af54e02ab0e743184839b9a

Quelldatensatz

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07977358B2