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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76200Generated: October 29, 2026

2-Ethoxy-4-iodopyridine → N-{2-[4-(2-Ethoxy-pyridin-4-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamide

https://huagongshe.com/reaction/76200

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethoxy-4-iodopyridineHCID 66610772—
ReactantN-(1-(4-ethynylphenyl)propan-2-yl)acetamideHCID 86669621—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAcetonitrileHCID 6342—
ProductN-{2-[4-(2-Ethoxy-pyridin-4-ylethynyl)-phenyl]-1-methyl-ethyl}-acetamideHCID 66610737—

Reaction Steps

To 100 mg (0.50 mmol) N-[2-(4-ethynyl-phenyl)-1-methyl-ethyl]-acetamide (I58.2) and 124 mg (0.50 mmol) 2-ethoxy-4-iodo-pyridine (I6.1) in 5.00 mL ACN are added 20.3 mg (0.03 mmol) 1,1′-bis[diphenylphosphino]ferrocenepalladium dichloride dichloromethane complex (1:1), 4.83 mg (0.03 mmol) CuI and 0.16 mL (1.16 mmol) TEA. The mixture is stirred at r.t. over night, then poured onto water and extracted with DCM. The organic layer is dried with MgSO4 and the solvent is removed in vacuo. The residue is purified by column chromatographie (silica gel; PE/EtOAc 1/1→EtOAc 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-c850e99305e04996985a3dd93b2ef0ef
Source noteuspto-grants-2014_09