Sodium Carbonate → HCID 57937830, compound

Participants

Reaction Steps

(4-Bromo-3-fluoro-benzyl)-(3-methyl-butyl)-carbamic acid tert-butyl ester (I-5c: 1.5 g, 4.00 mmol) was dissolved in 1,2-dimethoxyethane (15 ml) under nitrogen. Palladium tetrakis(triphenylphospine) (5 mol %) was added followed by an aqueous 2 M sodium carbonate solution (7 ml) and 3-cyano-phenyl boronic acid (0.883 g, 6.01 mmol) was added. The reaction mixture was heated at reflux for 24 hours before being cooled to room temperature and filtered through Celite, rinsing with dimethoxyethane. The filtrate was concentrated under reduced pressure and the residue purified by chromatography on silica gel eluting with 10% ethyl acetate in hexanes to afford 1.25 g (78%) of title product (I-5d).

Provenance & Evidence