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HRID 513064Erstellt: 26. Oktober 2026

Nitrogen → 6-Chloro-2-(3,3-dimethyl-but-1-ynyl)-pyridin-3-ylamine

https://huagongshe.com/reaction/513064

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktTriethylamineHCID 8471—
Edukt3,3-Dimethyl-1-butyneHCID 13512—
Edukt6-Chloro-2-iodopyridin-3-amineHCID 18407043—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt6-Chloro-2-(3,3-dimethyl-but-1-ynyl)-pyridin-3-ylamineHCID 5790815988%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 6-chloro-2-iodo-pyridin-3-ylamine (16.0 g, 62.7 mmol) in toluene (160 mL) and water (80 mL) were added Et3N (12.7 g, 125 mmol), Pd(PPh3)2Cl2 (2.2 g, 3.1 mmol), CuI (238 mg, 1.3 mmol) and 3,3-dimethyl-but-1-yne (7.7 g, 94 mmol) successively under N2 atmosphere. The reaction mixture was heated at 70° C. for 3 hours and was allowed to cool to room temperature. The resulting mixture was extracted with ethyl acetate (150 mL×3). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under vacuum to give 6-chloro-2-(3,3-dimethyl-but-1-ynyl)-pyridin-3-ylamine (11.5 g, 88%), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102672B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-29912d0aa2fd4ab58c1462a8712a01bd
Quellennotizuspto-grants-2015_08