Potassium Carbonate → 4-{4-[2-(1-cyclopropylpiperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7-methyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

温度

80 °C

4-[4-Hydroxy-3-(trifluoromethyl)phenyl]-7-methyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (100 mg) and potassium carbonate (87 mg) were added to a solution of 2-(1-cyclopropylpiperidin-4-yl)ethyl 4-methylbenzenesulfonate (152 mg) in DMAc (2 mL) at room temperature, and the mixture was stirred at 80° C. for 1 hour. After the reaction mixture was cooled to room temperature, EtOAc, water, and a saturated aqueous NaHCO3 solution were added thereto, and the mixture was stirred. Extraction was performed on the mixture using EtOAc, and the extract was washed with water and saturated brine. The organic layer was dried over Na2SO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (Hex:CHCl3=50:50 to 0:100), whereby 4-{4-[2-(1-cyclopropylpiperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7-methyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (54 mg) was obtained as pale yellow powder.

1. temperatureAfter the reaction mixture was cooled to room temperature
2. stirringthe mixture was stirred
3. extractionExtraction
4. washthe extract was washed with water and saturated brine
5. dry with materialThe organic layer was dried over Na2SO4
6. filtrationfiltered
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe residue was purified by basic silica gel column chromatography (Hex:CHCl3=50:50 to 0:100)

ORDレコード

ord-266f9d362c7e4404ae07af79f5e9eeaf

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09328118B2