Hydrochloric Acid → HCID 178429089, compound

Temperature

80 °C

To a solution of sodium amide (215 mg, 5.5 mmol) in THF (5 mL) was added pinacolone (1.0 M THF solution, 5 mL, 5.0 mmol). The reaction mixture was refluxed at 80° C. for 30 min and then ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate (4) (2.05 g, 5.0 mmol) in THF (15 mL) was added. The resulting solution was stirred and refluxed at 80° C. overnight. HCl aquous solution (11.0M, 50 mL) was added and extracted organic layer with ethyl acetate (50 mL twice). The combined organic phase was evaporated under vacuum. The crude residue was further purified by prep HPLC to provide 0.862 g (1.86 mmol, 37%) of the title compound.

1. temperaturerefluxed at 80° C. overnight
2. extractionextracted organic layer with ethyl acetate (50 mL twice)
3. customThe combined organic phase was evaporated under vacuum
4. customThe crude residue was further purified by prep HPLC

ORD record

ord-8ca88733c03b4795805f39eaa4d215a6

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07875647B2