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HRID 402595Erstellt: 25. Oktober 2026

Triethylamine → 5-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amine

https://huagongshe.com/reaction/402595

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTrimethylsilylacetyleneHCID 66111—
Edukt2-Amino-5-chloro-3-iodopyridineHCID 11076010—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Chloro-3-((trimethylsilyl)ethynyl)pyridin-2-amineHCID 24729465109,9%

Reaktionsschritte

Under a nitrogen atmosphere, to a solution of 2-amino-5-chloro-3-iodopyridine (4.2 g, 0.017 mol), copper(I) iodide (0.032 g, 0.17 mmol) and triethylamine (7.0 mL, 0.050 mol) in anhydrous tetrahydrofuran (10 mL), dichlorobis(triphenylphosphine)palladium(II) (0.12 g, 0.17 mmol) and ethynyl trimethylsilane (3.0 mL, 0.021 mol) were added and the mixture was stirred at ambient temperature for 2 h. The reaction mixture was diluted with diethyl ether and removed the precipitate by filtration with C elite. The filtrate was concentrated to afford 2-amino-5-chloro-3-[(trimethylsilyl)ethynyl]pyridine as solid (4.2 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742113B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-84fa41631148433bab00c109d60ee98d
Quellennotizuspto-grants-2014_06