Methanol → HCID 117988034, compound

To a solution of ethyl (2E)-3-(4-bromo-1-(cis-2-methylcyclopentyl)-1H-pyrrol-2-yl)acrylate (800 mg) in THF (7.36 mL) were added 1N aqueous sodium hydroxide solution (7.36 mL) and methanol (10 mL) at room temperature, and the mixture was stirred at room temperature for 18 hr. The reaction mixture was concentrated under reduced pressure to evaporate the methanol and THF, and the remaining aqueous solution was washed with diethyl ether (100 mL). The obtained aqueous layer was acidified with 1N hydrochloric acid (7.36 mL), and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (711 mg).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customto evaporate the methanol and THF
3. washthe remaining aqueous solution was washed with diethyl ether (100 mL)
4. extractionthe mixture was extracted with ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-cd7ca67fcb7146948e53822f9807922d

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09371320B2