Sodium hydride → HCID 16730928, compound

Participants

Reaction Steps

Compound 4ee 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 49 mg (0.26 mmol) of 2-fluorobenzylbromide. The crude product 4ee was purified by flash chromatography to yield 21 mg of a colorless solid 4ee: LC-MSD, m/z for C23H17FN2O2, [M+H]+=373.5, [M+2H]+=374.5; Reverse phase HPLC (gradient acetonitrile 0.1% TFA 20-95% in 4 min) retention time=1.296 min; 1H NMR (400 MHz, CDCl3/HCl): δ 2.60 (s, 3H), 5.43 (s, 2H), 7.02-7.20 (m, 3H), 7.32-7.40 (m, 2H), 7.40-7.47 (m, 3H), 7.64 (t, 1H), 8.44 (m, 2H), 8.60 (d, 1H).

Provenance & Evidence