反应详情

Under inert atmosphere to a solution of methyl 2-((2-chloro-4-methylpyridin-3-yl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate (Intermediate-48, 0.200 g, 0.516 mmol) in dry toluene was added 3-trifluoromethyl aniline (0.124 g, 0.774 mmol) and trimethyl aluminium (2.0 M solution in toluene) (0.037 g, 0.516 mmol). The reaction mixture was refluxed for 1 h. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated. The obtained crude product was purified by column chromatography on neutral alumina eluting with 40.0% Acetone: petroleum ether to afford 0.150 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 2.24 (s, 3H), 3.08 (s, 2H), 7.45-7.37 (m, 3H), 7.59 (t, J=7.8 Hz, 1H), 7.72 (d, J=8.4 Hz, 1H), 8.15 (d, J=4.2 Hz, 1H), 8.33 (s, 1H), 9.93 (s, 1H), 11 (bs, 1H); MS [M+H]+: 516.35.

1. temperatureThe reaction mixture was refluxed for 1 h
2. customThe reaction mass was quenched in water
3. extractionextracted with ethyl acetate
4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
5. concentrationconcentrated
6. customThe obtained crude product
7. customwas purified by column chromatography on neutral alumina eluting with 40.0% Acetone