Sodium hydride → 3-(3,4-dimethyl-benzoyl)-1-thiazol-4-ylmethyl-1H-quinolin-4-one

関与物質

反応条件

反応手順

Compound 4j was prepared following the procedure outlined in Step 3 of Example 1. Briefly described here, 50 mg (0.18 mmol) of 3-(3,4-dimethyl-benzoyl)-1H-quinolin-4-one 3a, 19 mg (0.47 mmol) of 60% sodium hydride and 40 mg (0.25 mmol) of 4-chloromethyl thiazole hydrochloride were combined in 1 mL N,N-dimethylformamide and stirred at 70° C. for 2 h. The crude product was purified by flash chromatography using 20-100% ethyl acetate in hexane yielded 54 mg of the product as white solid: LC-MSD, m/z for C22H18N2O2S [M+H]+=375.5; HPLC retention time: 2.1 min; 1H NMR (400 MHz, CDCl3): δ 2.3 (s, 3H), 2.35 (s, 3H), 5.6 (s, 2H), 7.1-7.2 (m, 2H), 7.4-7.5 (m, 1H), 7.5-7.6 (m, 2H), 7.6-7.7 (m, 2H), 8.3 (s, 1H), 8.45-8.5 (m, 1H), 8.8-8.85 (m, 1H).

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