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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368753Generated: November 1, 2026

Triethylamine → HCID 86607518, compound

https://huagongshe.com/reaction/2368753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 86607519HCID 86607519—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
ProductHCID 86607518HCID 86607518—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromo-7-hydroxy-thieno[3,2-c]pyridine-6-carboxylic acid butyl ester (example 44 a, 165 mg, 0.5 mmol), ethynyl-trimethyl-silane (87 μl, 0.6 mmol), dichlorobis(triphenylphosphine)palladium(II) (11 mg, 0.015 mmol), CuI (5 mg, 0.025 mmol), and triethylamine (1.5 ml) was heated in a microwave oven at 100° C. with stirring for 15 min. After cooling to ambient temperature water (20 ml) was added and the mixture was extracted with diethylether (1×30 ml). The organic phase was dried over MgSO4. Then silica gel was added and the mixture concentrated in vacuo. The residue was added on top of a short column filled with silica gel. Elution with ethyl acetate:hexanes=9:1 and in vacuo concentration gave the title compound as a dark oil (30 mg); MS-(+)-ion: MS-(+)-ion: M+1=275.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703795B2
Source datasetuspto-grants-2014_04
ORD IDord-5ec84cf605254cd994f69792b920a8cd
Source noteuspto-grants-2014_04