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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958739Generated: October 30, 2026

Triethylamine → HCID 86641230, compound

https://huagongshe.com/reaction/1958739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-MethylphenylacetyleneHCID 136600—
ReactantHCID 59294388HCID 59294388—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86641230HCID 86641230100.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of (R)-benzyl 3-(5-bromothiophene-2-sulfonamido)-4-(dimethylamino)butanoate (25 mg, 0.05 mmol) and 3-ethynyltoluene (6 mg, 0.055 mmol) in ethyl acetate (0.5 mL) and H2O (50 μL) was purged with argon. Triethylamine (15 μL, 0.1 mmol), copper iodide (0.5 mg, 0.05 eq) and Bis(triphenylphosphine)palladium(II) dichloride (0.9 mg, 0.025 eq) were added and the solution was heated to 60° C. for 2 h. The mixture was cooled and purified by silica gel chromatography (CH2Cl2 to 2% MeOH in CH2Cl2) to give the title compound as a green oil (25 mg, 92%). MS ESI 497.3 [M+H]+, calcd for [C26H28N2O4S+H]+ 497.15.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410150B2
Source datasetuspto-grants-2013_04
ORD IDord-1e886be3b9414e0f8b57d45dca834e35
Source noteuspto-grants-2013_04