Sodium hydride → HCID 16730929, compound

Participants

Reaction Steps

Compound 4ff 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 48.7 mg (0.26 mmol) of 2-bromomethyl-6-methyl-pyridine. The crude product was purified by preparative HPLC to yield 15 mg of colorless solid 4ff: LC-MSD, m/z for C23H19N3O2, [M+H]+=370.5, [M+2H]+=371.5; Reverse phase HPLC (gradient acetonitrile 0.1% TFA 20-95% in 4 min) retention time=1.976 min; 1H NMR (400 MHz, CDCl3/HCl): δ 2.57 (s, 3H), 2.61 (s, 3H), 5.43 (s, 2H), 6.87 (d, 1H), 7.10 (d, 1H), 7.32-7.48 (m, 4H), 7.53 (t, 1H), 7.59 (t, 1H), 8.41 (d, 1H), 8.49 (d, 1H), 8.59 (d, 1H).

Provenance & Evidence