Sodium Carbonate → HCID 61029678, compound

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Reaction Steps

2-Amino-6-bromopyridine (1 g) and 2-chlorophenylboronic acid (1.039 g) were dissolved in toluene/ethanol (30 mL/3 mL) and at RT under an argon atmosphere treated with 2N aqueous sodium carbonate solution (6.13 mL). The mixture was stirred for 30 minutes at RT then treated with tetrakis(triphenylphosphine) palladium(0), 0.267 g, and heated to reflux for 24 h. The mixture was then cooled to RT and partitioned between AcOEt and water, the layers were separated and the organic layer dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (heptane/AcOEt 4:1) to give 6-(2-chloro-phenyl)-pyridin-2-ylamine as white solid (0.632 g). MS (EI): 204 (M+).

Provenance & Evidence