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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712296Generated: October 26, 2026

Water → HCID 68499233, compound

https://huagongshe.com/reaction/1712296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-(2-iodophenyl)methanesulfonamideHCID 780001—
ReactantBenzyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-prop-2-ynyloxypiperidine-1-carboxylateHCID 86609987—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 68499233HCID 68499233—

Reaction Conditions

Temperature80 °C

Reaction Steps

The solution of 0.108 g of benzyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-prop-2-ynyloxypiperidine-1-carboxylate, 0.098 g of N-(2-iodophenyl)methanesulphonamide in 0.5 ml of N,N-dimethylformamide and 1.0 ml of triethylamine are admixed with stirring with 0.011 g of bis(triphenylphosphine)palladium(II) chloride and 0.005 g of copper(I) iodide. The reaction mixture is stirred at 80° C. over 20 hours, then cooled, admixed with water (5 ml) and extracted with ethyl acetate (3×5 ml). The organic phases are washed with brine (1×5 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as an orange oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.13 (1:2 EtOAc-heptane); Rt=6.07.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790715B2
Source datasetuspto-grants-2010_09
ORD IDord-23aef3c792c8422888a0141e32f749b2
Source noteuspto-grants-2010_09