Potassium Phosphate, Tribasic → (3S)-N,N-Dibenzyl-5-pyridin-4-ylchroman-3-amine

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Reaction Steps

A mixture of (3S)-3-(dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate (1.00 g, 2.1 mmol), pyridine-4-boronic acid (644 mg, 5.2 mmol), 1,1′-bis(diphenylphosphino)ferrocene palladium(II) dichloride (256 mg, 0.3 mmol) and potassium phosphate (1.34 g, 6.3 mmol) in dioxane (15 mL) was irradiated in a microwave at 150° C. for 2.5 h. The mixture was filtered through a pad of celite and concentrated in vacuo. Purification by column chromatography, using a gradient of ethyl acetate in heptane as the eluent, gave 707 mg (83%) of the title compound: MS (ESI) m/z 407[M+H+].

Provenance & Evidence