Sodium Carbonate → HCID 86672436, compound

Participants

Reaction Conditions

Reaction Steps

Bis(triphenylphosphine) palladium(II) chloride (0.448 g, 0.63 mmol) was added in one portion to a stirred slurry of (R)-methyl 8-bromo-2-(2-methylmorpholino)-4-oxo-4H-chromene-6-carboxylate (10.06 g, 25 mmol), 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid (6.46 g, 30.00 mmol) and sodium carbonate (7.95 g, 75.00 mmol) in DME (140 mL) and water (28 mL). The mixture was degassed with argon for 15 mins then heated at 80° C. for 6 h. The solvent was evaporated, water was added to the residue and the mixture was extracted with DCM. The combined organic phases were washed with water, brine, dried over MgSO4 and concentrated to give crude (R)-tert-butyl 2-(6-(methoxycarbonyl)-2-(2-methylmorpholino)-4-oxo-4H-chromen-8-yl)-1H-pyrrole-1-carboxylate containing ˜20% of starting material (13.98 g). Mass Spectrum: m/z [M+H]+=469.

Provenance & Evidence