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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409736Generated: October 29, 2026

Potassium Carbonate → 2-{-4-[1-(4-Cyclopropylmethoxy-2-methoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide

https://huagongshe.com/reaction/409736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantL-ProlineHCID 145742—
Reactant1-Bromo-4-cyclopropylmethoxy-2-methoxy-benzeneHCID 67125420—
ReactantN-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamideHCID 86686109—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
Product2-{-4-[1-(4-Cyclopropylmethoxy-2-methoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamideHCID 71576141—

Reaction Conditions

Temperature100 °C

Reaction Steps

100 mg (0.38 mmol) N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide (VI.1) in 2 mL DMSO are added to a mixture of 99 mg (0.38 mmol) 1-bromo-4-cyclopropylmethoxy-2-methoxy-benzene, 106 mg (0.77 mmol) potassium carbonate, 7.3 mg (0.038 mmol) copper(I) iodide and 8.8 mg (0.077 mmol) (L)-proline under inert gas atmosphere. The mixture is stirred for 7 d at 90° C. and for additional 4 d at 100° C. After that time, the mixture is filtered and the solvent is evaporated. The residue is purified by HPLC (column: Waters XBridge 50; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759528B2
Source datasetuspto-grants-2014_06
ORD IDord-0d79f3b0436d41c4ab689d99912fe452
Source noteuspto-grants-2014_06