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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63666Erstellt: 25. Oktober 2026

Nitrogen → 5-isopropyl-N-methylpyridin-2-amine

https://huagongshe.com/reaction/63666

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktMethyl iodideHCID 6328—
Edukt5-(Propan-2-yl)pyridin-2-amineHCID 17985805—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-isopropyl-N-methylpyridin-2-amineHCID 2082389736,3%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of 5-isopropyl-pyridin-2-ylamine (0.5 g, 3.67 mmol) in dry THF was purged with N2 and cooled to −78° C. n-BuLi (1.62 mL, 4.04 mmol) was added dropwise. The reaction was stirred at 0° C. for 0.5 h, and then iodomethane (0.25 mL, 4.04 mmol) was added dropwise. The resulting mixture was stirred overnight while warming to r.t. Water (20 mL) was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2SO4, concentrated, and purified by silica gel chromatography (10% to 30% EtOAc in PE) to give 200 mg (36%) of the title compound as a brown oil. [M+H] Calc'd for C9H14N2, 151. Found, 151.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447046B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-fffb66c5d95846489a3e1168fde52fcf
Quellennotizuspto-grants-2016_09