Sodium Carbonate → HCID 58485384, compound

Participants

Reaction Conditions

Reaction Steps

2 M aqueous Na2CO3 solution (1.46 mL) was added to a mixture of 6-bromo-pyridine-2-carboxylic acid ethyl ester (0.50 g) and (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-[(S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl]-1,3-oxazinan-2-one (0.70 g) in N,N-dimethyl-formamide (8 mL). The resulting mixture was sparged with argon for 10 min, before [1,1′-bis(diphenyl-phosphino)-ferrocene]dichloro-palladium(II) dichloromethane complex (72 mg) was added. The mixture was heated to 100° C. and stirred at this temperature overnight. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and the solvent was evaporated. The residue was purified by HPLC on reversed phase (methanol/water/NH4OH) to afford the title compound. Yield: 0.59 g (80% of theory); Mass spectrum (ESI+): m/z=503 [M+H]+.

Provenance & Evidence