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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 931137Erstellt: 25. Oktober 2026

Potassium Phosphate, Tribasic → 5-Cyclopropylnicotinonitrile

https://huagongshe.com/reaction/931137

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt5-BromonicotinonitrileHCID 736793—
EduktCyclopropylboronic acidHCID 2760897—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-CyclopropylnicotinonitrileHCID 5741962358,9%

Reaktionsschritte

To a solution of 3-bromo-5-cyanopyridine (1 g, 5.3 mmol) in tetrahydrofuran was added cyclopropyl boronic acid (0.5 g, 5.6 mmol) and potassium phosphate (1.08 g, 15.9 mmol). The resulting solution was degassed with nitrogen for 10 minutes and then palladium (II) acetate and S-phos were added. The reaction mixture was refluxed for 16 h. The reaction mixture was diluted with water, extracted with ethyl acetate and concentrated under reduced pressure. The crude material was purified via column chromatography to afford 5-cyclopropylnicotinonitrile (0.45 g, 58%). MS (ES+) (M+H) 145.1774.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09296745B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-fb23e4a5782d4d198fae2eb89dc570e7
Quellennotizuspto-grants-2016_03