Water → 1-({4-[4-chloro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid

To a mixed solution of the compound (270 mg, 0.66 mmol) obtained in Example 40a in ethanol/tetrahydrofuran (v/v=1/1, 8 ml) was added 2N aqueous sodium hydroxide solution (2.0 mL, 4.0 mmol), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the aqueous layer was washed with diethyl ether, neutralized with 1N aqueous hydrochloric acid solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was recrystallized (ethanol-hexane) to give the title compound (67 mg, 18%) as pale-yellow crystals.

1. washthe aqueous layer was washed with diethyl ether
2. extractionthe mixture was extracted with ethyl acetate
3. washThe obtained organic layer was washed with saturated brine
4. dry with materialdried over anhydrous sodium sulfate
5. customThe solvent was evaporated under reduced pressure
6. customThe resulting crude title compound was recrystallized (ethanol-hexane)

ORD 기록

ord-9c5dce0779c2411996f5ff6777c0f288

출처 데이터셋

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08461348B2