Potassium Carbonate → HCID 23508107, compound

Participants

Reaction Conditions

Reaction Steps

B-Benzyl-9-BBN (1.3 mL 0.5 M sol in THF, 0.650 mmol) was added to degassed DMF (3 mL), followed by sequential addition of tert-butyl 6-bromo-8-(2,4-dichlorophenyl)-3,4,4a,9b-tetrahydro[1]benzofuro[3,2-c]pyridine-2(1H)-carboxylate (0.255 g, 0.511 mmol), catalyst Cl2PdDPPF (0.018 g, 0.022 mmol) and K2CO3 (0.220 g, 1.592 mmol). The reaction mixture was stirred under N2 at 65° C. for 6 h. The reaction mixture was poured into water and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by chromatography (14% EtOAc/Hexane) and tert-butyl 6-benzyl-8-(2,4-dichlorophenyl)-3,4,4a,9b-tetrahydro[1]benzofuro[3,2-c]pyridine-2(1H)-carboxylate was obtained in 77% yield (0.200 g, 0.392 mmol). MS (ESI+) for C29H29Cl2NO3 m/z 510.1 (M+H)+.

Provenance & Evidence