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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 897284Generated: October 30, 2026

Dimethylformamide → HCID 20750084, compound

https://huagongshe.com/reaction/897284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPropargyl alcoholHCID 7859—
ReactantHCID 22346311HCID 22346311—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 20750084HCID 20750084—

Reaction Steps

A mixture of 5-iodo-8-(1-phenyl-methanoyloxy)-[1,6]naphthyridine-7-carboxylic acid methyl ester (2.00 g, 4.61 mmol), propargyl alcohol (0.563 mL, 9.67 mmol), dichlorobis(triphenylphosphine)palladium(II) (65 mg, 0.092 mmol), and copper iodide (4 mg, 0.023 mmol) were stirred in triethylamine (13 mL) and dry DMF (5 mL) at 30° C. overnight. The solvent was removed in vacuo and the residue was purified by flash chromatography (50-100% EtOAc/Hexane gradient elution switching to 5% MeOH/CH2Cl2) to provide the desired product was a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06921759B2
Source datasetuspto-grants-2005_07
ORD IDord-3344903bce7840f0a9be9fcf7bd8a033
Source noteuspto-grants-2005_07