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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1048669Erstellt: 26. Oktober 2026

Pyridine → N-(5-bromopyridin-3-yl)-2-methylpropanamide

https://huagongshe.com/reaction/1048669

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktIsobutyryl chlorideHCID 62325—
Edukt3-Amino-5-bromopyridineHCID 817681—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(5-bromopyridin-3-yl)-2-methylpropanamideHCID 6819577871%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

3-Amino-5-bromo pyridine (XVIII) (1 eq) was dissolved in DCM and cooled to 0° C. before adding pyridine (2.2 eq) and isobutyryl chloride (XIX) (1.1 eq). The reaction mixture was stirred at r.t. for 15 h until TLC showed the reaction was complete. The reaction mixture was diluted with DCM and washed with water. The organic extract was dried, concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford N-(5-bromopyridin-3-yl)isobutyramide (XX) as a off white solid, (71% yield). 1H NMR (CDCl3) δ ppm 8.55-8.35 (m, 3H), 7.32 (s, 1H), 2.59-2.48 (m, 1H), 1.28-1.27 (d, 6H); ESIMS found C9H11BrN2O m/z 243.05 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09381192B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-c793924ab4d740a896acec8a0791da6e
Quellennotizuspto-grants-2016_07