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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592430Generated: October 31, 2026

Triethylamine → HCID 86712312, compound

https://huagongshe.com/reaction/592430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
ReactantHCID 86712311HCID 86712311—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86712312HCID 86712312—

Reaction Steps

A mixture of 2-(2-ethynylphenyl)-2-methylpropanamide A36 (0.060 g, 0.32 mmol), 2,4,5-trichloropyrimidine (48 μL, 0.42 mmol) and Et3N (0.18 mL, 1.3 mmol) in 1,4-dioxane (5 mL) was bubbled with N2 for 10 minutes. CuI (0.001 g, 0.006 mmol) and PdCl2(PPh3)2 (0.002 g, 0.003 mmol) were added and the reaction mixture was stirred at room temperature under a N2 atmosphere for 5.5 hours. The volatiles were removed in vacuo and the residue was purified by column chromatography (Biotage Isolera, 12 g SiO2 cartridge, 10-100% EtOAc in petroleum benzine 40-60° C.) to give the title compound A37 as an off-white solid (0.067 g, 63%). LCMS-D: rt 3.33 min; m/z 334 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-f5588b614f9a417993e19905452136fc
Source noteuspto-grants-2016_01