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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842229Generated: November 1, 2026

Triethylamine → HCID 57827174, compound

https://huagongshe.com/reaction/1842229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-MethoxypropyneHCID 69393—
ReactantMethyl 5-bromopyridine-2-carboxylateHCID 7016458—
CatalystCopper iodideHCID 83717—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57827174HCID 57827174—

Reaction Steps

Bis(triphenylphosphine)palladium (II) chloride (82.4 mg), copper iodide (22.3 mg), methyl propargyl ether (828 μL) and triethylamine (1.9 mL) were added to a solution of methyl 5-bromo-pyridine-2-carboxylate (423 mg) in tetrahydrofuran (10.6 mL), and the mixture was stirred at room temperature for 19 hours and 50 minutes. The reaction solution was concentrated under reduced pressure and water was added to the residue. After extraction with ethyl acetate, the organic layer was washed with brine and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (88.1 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946210B2
Source datasetuspto-grants-2015_02
ORD IDord-50cac8e3fde44fc9826014c675f43824
Source noteuspto-grants-2015_02