m-Xylyl bromide → HCID 16730930, compound

Participants

Reaction Steps

Compound 4gg was prepared following the procedure outlined in Step 3 of Example 1 using 10.4 mg (0.26 mmol) of sodium hydride (60%), 53 mg (0.20 mmol) of 3-(2-methyl-pyridine-4-carbonyl)-1H-quinolin-4-one 3h, 3 mL of anhydrous dimethylformamide, and 48 mg (0.26 mmol) of 3-methylbenzylbromide. The crude product was purified by preparative HPLC to yield 27 mg of a colorless solid 4gg: LC-MSD, m/z for C24H20N2O2, [M+H]+=369.5, [M+2H]+=370.5; Reverse phase HPLC (gradient acetonitrile 0.1% TFA 20-95% in 4 min) retention time=1.605 min; 1H NMR (400 MHz, CDCl3/HCl): δ 2.35 (s, 3H), 2.61 (s, 3H), 5.40 (s, 2H), 7.00 (d, 2H), 7.15 (d, 1H), 7.25 (t, 1H), 7.35 (d, 1H), 7.39-7.46 (m, 3H), 7.60 (t, 1H), 8.40-8.46 (m, 2H), 8.60 (d, 1H).

Provenance & Evidence