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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 401451Erstellt: 24. Oktober 2026

Dimethylformamide → 7-Methyl-6-(pyridin-3-yl) imidazo[1,2-a]pyridine-3-carbaldehyde

https://huagongshe.com/de/reaction/401451

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium CarbonateHCID 10340—
Edukt3-Pyridinylboronic acidHCID 2734378—
Edukt6-Bromo-7-methylimidazo[1,2-a]pyridine-3-carbaldehydeHCID 46739170—
LösungsmittelEthyl AcetateHCID 8857—
Produkt7-Methyl-6-(pyridin-3-yl) imidazo[1,2-a]pyridine-3-carbaldehydeHCID 8667059662%

Reaktionsschritte

6-bromo-7-methylimidazo[1,2-a]pyridine-3-carbaldehyde (Compound of step 1, 2000 mg, 7.90 mmol), Pyridine-3-boronic acid (1170 mg, 9.49 mmol), dichlorobis (triphenylphosphine) palladium (II) (200 mg, 10% mmol) and 2M aqueous Na2CO3 (7 mL) were added to DMF (25 mL) and refluxed for 2 hours. The reaction mixture was diluted with ethyl acetate and washed with H2O and brine. The solvent was evaporated to obtain crude product, which was purified by column chromatography (silica gel, 1% methanol in chloroform) to obtain the title compound. Yield: 62%; 1H NMR (DMSO-d6; 300 MHz): δ 9.92 (s, 1H), 9.20 (s, 1H), 8.69-8.70 (m, 2H), 8.54 (s, 1H), 7.95-7.99 (m, 1H), 7.90 (s, 1H), 7.53-7.58 (m, 1H), 2.34 (s, 3H); MS: m/z 238 (M+1)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08741932B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-f793354b8d7045b88172a688a1b6cc8d
Quellennotizuspto-grants-2014_06