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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914152Generated: October 31, 2026

Potassium Carbonate → 5-(3,4-Dimethoxyphenyl)-4,4-dimethyl-2-(1-{[3-(2,2,2-trifluoroethoxy)phenyl]-carbonyl}piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one

https://huagongshe.com/reaction/1914152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,1,1-Trifluoro-2-iodoethaneHCID 67709—
Reactant5-(3,4-Dimethoxyphenyl)-2-{1-[(3-hydroxyphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-oneHCID 46206629—
SolventDimethylformamideHCID 6228—
Product5-(3,4-Dimethoxyphenyl)-4,4-dimethyl-2-(1-{[3-(2,2,2-trifluoroethoxy)phenyl]-carbonyl}piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-oneHCID 46202728—

Reaction Conditions

Temperature100 °C

Reaction Steps

0.8 g of 5-(3,4-dimethoxyphenyl)-2-{1-[(3-hydroxyphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (compound described in example 76) and 0.75 g potassium carbonate are suspended in 10 ml of DMF. 0.4 g of 1,1,1-trifluoro-2-iodoethane are added and the reaction mixture is heated to 100° C. for 8 h until the reaction is completed according to TLC analysis. The solvent is evaporated under reduced pressure, and the remaining residue is taken up in DCM. The organic phase is washed with water, dried over MgSO4, and the solvent is removed under reduced pressure. Purification of the resulting crude product by column chromatography (silica gel and EA/PE/TEA=10:10:1) and by crystallization from diethyl ether yields the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609848B2
Source datasetuspto-grants-2013_12
ORD IDord-5c12649a213c468b8301ed7a0965be71
Source noteuspto-grants-2013_12