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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40660Erstellt: 23. Oktober 2026

Hydrochloric Acid → 5-Amino-3-(cyclopropylmethoxy)pyrazine-2-carbonitrile

https://huagongshe.com/de/reaction/40660

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium hydrideHCID 24758—
EduktCyclopropanemethanolHCID 75644—
Edukt5-Amino-3-chloropyrazine-2-carbonitrileHCID 21075392—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-Amino-3-(cyclopropylmethoxy)pyrazine-2-carbonitrileHCID 5963635383%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of sodium hydride (93 mg, 3.882 mmol) in dioxane (4 mL) was added cyclopropylmethanol (280 mg, 3.882 mmol) dropwise. The solution was stirred for 30 minutes and then 5-amino-3-chloropyrazine-2-carbonitrile (300 mg, 1.941 mmol) was added and the reaction mixture heated at 90° C. for 14 hours. The reaction mixture was poured into aqueous HCl (1 M) and extracted with ethyl acetate. The aqueous layer was re-extracted with ethyl acetate. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to dryness to give the title compound (305 mg, 1.605 mmol, 83%) which was used in subsequent steps without further purification. LC-MS (3) Rt=1.49 min; m/z (ESI+) 191 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530468B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-99953e524ebb411787feb18a6c23ffa0
Quellennotizuspto-grants-2013_09