Sodium Carbonate → tert-butyl 4-(4-amino-3-methoxy-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-2-methoxybenzenamine (1.21 g, 6.0 mmol), tert-butyl 4-(3,3,4,4-tetramethylborolan-1-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1.95 g, 6.3 mmol), sodium carbonate (1.91 g, 18 mmol) and 1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.22 g, 0.3 mmol) in dioxane (25 mL) and water (5 mL) was degassed with nitrogen and heated to 90° C. for 15 hours. After cooling to ambient temperature, the mixture was filtered, concentrated and purified by flash chromatography eluting with 200:1 dichloromethane:methanol to give the title compound. MS: 305 (M+H+).

Provenance & Evidence