6-Bromoquinoline → HCID 86696267, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-bromoquinoline (72.0 mg, 0.346 mmol), Intermediate E (80 mg, 0.346 mmol), Pd2(dba)3 (31.7 mg, 0.035 mmol), xantphos (40.0 mg, 0.069 mmol) and DIPEA (0.242 ml, 1.384 mmol) in DMF (10 ml) was bubbled with N2 for 15 min. The reaction was stirred at 100° C. for 2 h under MW radiation. The mixture was concentrated and the residue obtained was purified by silica gel chromatography eluted with DCM/MeOH (from 100% to 90%) to afford the title compound as yellow solid (63 mg, 45.7% yield). 1H-NMR (400 MHz, DMSO-d6) δ ppm 8.65 (d, 1H), 8.59 (s, 1H), 8.28 (m, 2H), 7.98 (m, 3H), 7.89 (s, 1H), 7.81 (d, 1H), 7.59 (d, 1H), 7.50 (m, 1H), 3.84 (s, 3H). LCMS (method B): [M+H]+=359, tR=2.0 min.

Provenance & Evidence