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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289959Generated: October 31, 2026

Triethylamine → HCID 178522902, compound

https://huagongshe.com/reaction/2289959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthynylpyridineHCID 137268—
ReactantHCID 178522917HCID 178522917—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178522902HCID 17852290259.1%

Reaction Steps

A solution of the title compound of Example 5 (540.3 mg), 2-ethynyl pyridine (0.172 g), PdCl2 (PPh3)2 (21.1 mg), and 0.75 mL Et3N in 3 mL DMF is heated at 90° C. for 1 hr. The reaction mixture is cooled to room temperature and diluted with H2O. A tan solid precipitates, which is collected, dissolved in a mixture of CH2Cl2 and MeOH, and adsorbed onto silica. The crude product is chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined, condensed and recrystallized from hot MeOH/CH2Cl2 and hexanes to yield 0.302 g of the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093732
Source datasetuspto-grants-2000_07
ORD IDord-8c6ef6a6fd73479895bce6a6c7d6b6b8
Source noteuspto-grants-2000_07