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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916175Generated: November 1, 2026

Triethylamine → HCID 66705970, compound

https://huagongshe.com/reaction/1916175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant5-Bromo-N-ethylpyridin-2-amineHCID 22504916—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
SolventCyclohexaneHCID 8078—
SolventEthyl AcetateHCID 8857—
ProductHCID 66705970HCID 66705970—

Reaction Steps

The title compound is synthesized according to general procedure GP2 starting from 909 mg (4.5 mmol) 5-bromo-2-ethylamino-pyridine and 0.89 mL (6.3 mmol) 1-trimethylsilyl-ethyne using 26 mg (0.13 mmol) CuI, 118 mg (0.45 mmol) triphenylphosphine, 82 mg (0.12 mmol) PdCl2(PPh3)2 and 6.3 mL (45.0 mmol) triethylamine in 7 mL dry THF. For the work-up the reaction mixture is diluted with ethyl acetate and small amounts of cyclohexane, the organic phase is extracted with water and brine. The product is purified by chromatography on silica gel using a hexane/ethyl acetate gradient. Yield: 980 mg (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618111B2
Source datasetuspto-grants-2013_12
ORD IDord-3f8ffb04704247aa80cb0f95fdb0b1ac
Source noteuspto-grants-2013_12