Pyrrolidine → HCID 59238965, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(12-bromo-2,10-difluoro-5,7-dihydroindolo[2,3-b]carbazol-6-yloxy)-N,N-dimethylethanamine (35.2 mg, 0.07681 mmol), pyrrolidine (19.1 μL, 0.2304 mmol), Pd(OAc)2 (5.2 mg, 0.02304 mmol), BINAP (14.3 mg, 0.02304 mmol) and sodium tert-butoxide (22.1 mg, 0.2304 mmol) in toluene (5 mL) was purged with high-purity Ar for five minutes and sealed with Teflon cap. The reaction tube was heated to 200° C. in a Smith Microwave Reactor for 10 minutes. The solvents were removed via vacuum pump. The residue was subjected to flash chromatography to provide the title compound (5.2 mg, 15%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.53 (s, 2 H), 7.70 (dd, J=10.0, 2.4 Hz, 2 H), 7.47 (dd, J=8.8, 4.8 Hz, 2 H), 7.19 (td, J=9.2, 2.4 Hz, 2 H), 4.29 (t, J=5.6 Hz, 2 H), 3.52-3.45 (m, 4 H), 2.72 (t, J=5.6 Hz, 2 H), 2.40-2.39 (m, 10 H); MS (ESI) m/z 447.2 (M−H)−; MS (ESI) m/z 449.0 (M+H)+

Provenance & Evidence