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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689825Generated: November 3, 2026

Potassium Carbonate → HCID 59369326, compound

https://huagongshe.com/reaction/1689825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-iodobenzoateHCID 142891—
ReactantL-ProlineHCID 145742—
Reactant4-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazoleHCID 59369337—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59369326HCID 59369326—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 16 g (42 mmol) of 4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane in 40 mL of dimethyl sulfoxide, is added ethyl 4-iodobenzoate (21 g, 67 mmol), proline (2 g, 16.7 mmol) and copper(I) iodide (3.2 g, 16.7 mmol.). The resulting mixture is degassed with nitrogen followed by addition of potassium carbonate (11.6 g, 84 mmol). The reaction mixture is stirred at 100° C. for 14 hours. The mixture is cooled to room temperature and quenched with water. The mixture is extracted with EtOAc, the organics are dried over MgSO4, filtered and concentrated to afford a crude which is purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2), to obtained 17 g of the title racemic compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153624B2
Source datasetuspto-grants-2012_04
ORD IDord-e20eaa7a9fe145a2983b04b86059b5bd
Source noteuspto-grants-2012_04