2,7-Dimethylquinoline → HCID 146014097, compound

Participants

Reaction Conditions

Reaction Steps

General procedure B was applied to 2,7-dimethylquinoline (157 mg, 1.00mmol). The reaction was stirred at room temperature (25 °C) for 72 hours. Analysis by GC-MS showed a 95:5 mixture of 2 monoborylated products. Volatiles were removed from the reaction under reduced pressure and the remaining residue was purified by silica gel flash-column chromatography with gradient elution of MeOH/DCM from 0.5 -12.5% over 25 column volumes, affording the major isomer, 2,7-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline, as an off-white solid (226 mg, 80%); m.p.108 -109 °C

Provenance & Evidence