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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76265Generated: October 29, 2026

Triethylamine → HCID 178441282, compound

https://huagongshe.com/reaction/76265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 178441294HCID 178441294—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178441282HCID 17844128297%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of the product from Example 61 (330 mg, 0.7 mmol), ethynyltrimethylsilane (206 mg, 2.1 mmol), PdCl2(PPh3)2 (49 mg, 0.07 mmol), triethylamine (201 mg, 2.1 mmol) and CuI (33 mg, 0.18 mmol) in DMF (5 mL) was heated at 50° C. for 16 hrs, diluted with H2O and extracted with EtOAc (2×). The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% Hexane in ethyl acetate) to afford 300 mg (97%) of the title compound. MS (DCI/NH4+) m/z 443 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835475B2
Source datasetuspto-grants-2014_09
ORD IDord-44606d70d3b74ce8a202d5e72cf21824
Source noteuspto-grants-2014_09