Pyrazole → HCID 89963172, compound

To a solution of 1H-pyrazole (13.6 g, 200 mmol) and N,N-diisopropylethylamine (68 mL, 400 mmol) in dichloromethane (150 mL), 2-methoxyethoxymethyl chloride (24.9 mL, 220 mmol) was added with cooling on ice. The reaction solution was stirred at room temperature for 2 hours, and an aqueous sodium hydrogencarbonate solution (500 mL) was then added to the reaction solution, followed by extraction three times with dichloromethane (500 mL). The organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (hexane/ethyl acetate=1:1) to yield the title compound (29.9 g, 96%) as a colorless oil.

1. temperaturewith cooling on ice
2. extractionfollowed by extraction three times with dichloromethane (500 mL)
3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
4. concentrationAfter vacuum concentration
5. customthe residue was purified with silica gel chromatography (hexane/ethyl acetate=1:1)

ORD record

ord-2a48809f3cc8446a8efc8f424bd243c4

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08889741B2