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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 571872Erstellt: 25. Oktober 2026

Dimethylformamide → Methyl 2-cyano-6-methylisonicotinate

https://huagongshe.com/reaction/571872

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktMethyl 2-Chloro-6-methylisonicotinateHCID 2759833—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
ProduktMethyl 2-cyano-6-methylisonicotinateHCID 58802283—

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

Under N2, methyl 2-chloro-6-methylisonicotinate (CAS 3998-90-1) (1.000 g, 5.39 mmol, Eq: 1.00), zinc cyanide (759 mg, 6.47 mmol, Eq: 1.2) and Tetrakis-triphenylphosphin-palladium (623 mg, 539 μmol, Eq: 0.1) were mixed in DMF (17 ml). The RM was stirred under microwave at 160° C. for 30 minutes. Control with TLC: the reaction was finished. The RM was partitioned between EtOAc and water; extracted; the organic phase was dried over MgSO4; filtered; concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 100 g, 5% to 30% EtOAc in heptane). Purple solid. MS (ISP): 177.2 ([M+H]+)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09029370B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-8aad0ea1d32840aab9b9837366dd4171
Quellennotizuspto-grants-2015_05