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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1183048Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1183048

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
PatentnummerUS08664241B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-5f765fd3d4b744f195bc7604e7579a39
Quellennotizuspto-grants-2014_03