反应详情

To a stirred solution of N-methyl-4-(methylsulfonyl)benzamide (25.2 mg, 0.118 mmol) in NMP was added sodium hydride (60% suspension) (3.54 mg, 0.148 mmol). After 5 min., methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate (40 mg, 0.098 mmol) was added and the mixture was allowed to stir for 3 hr. at room temp. The mixture was then quenched with water and acidified with 1N aqueous HCl. The mixture was then extracted with CH2Cl2. The extracts were dried (Na2SO4), filtered and concentrated in vacuo. Preparative reverse-phase HPLC afforded 7-chloro-3-{[(4-methanesulfonyl-benzoyl)-methyl-amino]-methyl}-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (11 mg, 20%) as an off-white foam. MS calcd. for C27H23ClN2O6S [(M+H)+] 539, obsd. 539.

1. customat room temp
2. customThe mixture was then quenched with water
3. extractionThe mixture was then extracted with CH2Cl2
4. dry with materialThe extracts were dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo