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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 515Erstellt: 23. Oktober 2026

tert-Butyl carbamate → tert-butyl N-(3-fluoro-5-methyl-2-pyridinyl)carbamate

https://huagongshe.com/de/reaction/515

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyl carbamateHCID 77922—
Edukt2-Chloro-3-fluoro-5-methylpyridineHCID 13541365—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkttert-butyl N-(3-fluoro-5-methyl-2-pyridinyl)carbamateHCID 9006479825,74%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

diacetoxypalladium (15.42 mg, 0.07 mmol) and(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (39.8 mg, 0.07 mmol) were added to a degassed mixture of 2-chloro-3-fluoro-5-methylpyridine (100 mg, 0.69 mmol), tert-butyl carbamate (121 mg, 1.03 mmol) and cesium carbonate (336 mg, 1.03 mmol) in dioxane (10 mL) at 21°C. The resulting mixture was stirred at 100 °C for 16 hours.Filtered through celite and adsorbed onto silica. The crude product was purified by flash silica chromatography, elution gradient 0 to 50% DCM in heptane. Pure fractions were evaporated to dryness to afford sm by HNMR Abandoned. ..

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-e2551fd8964c4f0a80ff232c25d61d8a
Quellennotiz750 AstraZeneca ELN dataset