Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916550Generated: November 1, 2026

Triethylamine → HCID 10388351, compound

https://huagongshe.com/reaction/1916550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHCID 803776HCID 803776—
Reactant5-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 57845328—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 10388351HCID 10388351—

Reaction Conditions

Temperature100 °C

Reaction Steps

Under an argon atmosphere 0.14 mL (1.00 mmol) triethylamine, 11 mg (0.02 mmol) Pd(PPh3)2Cl2 and 2.9 mg (0.015 mmol) CuI are added successively to a solution of 71 mg (0.33 mmol) 5-(4-chloro-phenyl)-2-ethynyl-pyridine and 100 mg (0.33 mmol) 1-[2-(4-bromo-2-chloro-phenoxy)-ethyl]-pyrrolidine in 3.0 mL DMF. The mixture is stirred for 10 min at 100° C. and at 200 Watt in the microwave. The reaction solution is diluted with 30 mL EtOAc, washed twice with semisaturated NaCl solution and the organic phase is dried over MgSO4. The solvent is eliminated i.vac. and further purification is carried out by column chromatography with HPLC-MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-9cc22603ea594e348b2035e170d48371
Source noteuspto-grants-2013_12