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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470755Generated: October 27, 2026

Potassium Carbonate → (S)-N-(1-{4-[1-(2-Cyano-4-propoxy-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide

https://huagongshe.com/reaction/1470755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantL-ProlineHCID 145742—
Reactant2-Bromo-5-propoxy-benzonitrileHCID 67125448—
Reactant(S)-N-[1-(piperidin-4-yl-phenyl)-ethyl]-acetamideHCID 67125510—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product(S)-N-(1-{4-[1-(2-Cyano-4-propoxy-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamideHCID 67971195—

Reaction Conditions

Temperature90 °C

Reaction Steps

100 mg (0.41 mmol) (S)—N-[1-(Piperidin-4-yl-phenyl)-ethyl]-acetamide (V.1) in 2 mL DMSO are added to a mixture of 97 mg (0.41 mmol) 2-bromo-5-propoxy-benzonitrile, 112 mg (0.82 mmol) potassium carbonate, 7.7 mg (0.041 mmol) copper(I) iodide and 9 mg (0.08 mmol) (L)-proline under inert gas atmosphere. The mixture is stirred for 7 d at 90° C. After that time, water is added and the mixture is extracted with ethyl acetate. The organic layer is dried over sodium sulphate and the solvent is removed in vacuo. The residue is purified by HPLC (column: Waters XBridge 5 μM; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-e8983687834e4d8e8730ce889afb9dcc
Source noteuspto-grants-2015_04