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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1187336Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1187336

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 (XXII) (1 eq) was dissolved in DCM and cooled to 0° C. before adding pyridine (2.2 eq) and isobutyryl chloride (XXIII) (1.1 eq). The reaction mixture was stirred at room temperature 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 (XXIV) as an 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
PatentnummerUS08673936B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-c0c356b377c24c2bb53448bd449bb661
Quellennotizuspto-grants-2014_03