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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916570Generated: November 2, 2026

Triethylamine → HCID 10046847, compound

https://huagongshe.com/reaction/1916570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 57845328—
Reactant5-Bromo-2-(2-pyrrolidin-1-yl-ethoxy)-pyrimidineHCID 63867546—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 10046847HCID 10046847—

Reaction Conditions

Temperature100 °C

Reaction Steps

Under an argon atmosphere 0.11 mL (0.79 mmol) triethylamine, 7 mg (0.01 mmol) tetrakis-triphenylphosphane-palladium and 1.3 mg (0.01 mmol) CuI are added successively to a solution of 56 mg (0.26 mmol) 5-(4-chloro-phenyl)-2-ethynyl-pyridine and 71 mg (0.26 mmol) 5-bromo-2-(2-pyrrolidin-1-yl-ethoxy)-pyrimidine in 3.0 mL DMF. The mixture is stirred for 20 min at 100° C. and at 300 Watt in the microwave. The reaction solution is diluted with 10 mL water and the aqueous phase is extracted with 20 mL EtOAc. The organic phase is extracted with saturated NaCl solution and dried over Na2SO4. 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-3869cf6be98a4e3699f8f8165b38f8f4
Source noteuspto-grants-2013_12