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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 516Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/516

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyl carbamateHCID 77922—
Edukt2-Chloro-3-fluoro-5-methylpyridineHCID 13541365—
ReagenzSodium HydroxideHCID 14798—
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 (105 mg, 0.89 mmol) and 2-chloro-3-fluoro-5-methylpyridine (100 mg, 0.69 mmol) in dioxane (10 mL) at 21°C. The resulting mixture was stirred at 100 °C for 2 hours.Cooled. Adsorbed onto silica. The crude product was purified by flash silica chromatography, elution gradient 10 to 30% DCM in heptane. Pure fractions were evaporated to dryness to afford tert-butyl 3-fluoro-5-methylpyridin-2-ylcarbamate (40.0 mg, 25.7 %) as a cream solid. not pure enough to register ..

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-fde5e0f95519439ca9660af435fc14a6
Quellennotiz750 AstraZeneca ELN dataset