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

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Reaction Conditions

Reaction Steps

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. ..

Provenance & Evidence