反应详情

A solution of ethyl 1-(methoxymethyl)-4-methyl-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxylate (4.0 g), 6N hydrochloric acid (20 ml), tetrahydrofuran (20 ml) and ethanol (60 ml) was stirred at 80° C. for 4 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was diluted with ethyl acetate. The mixture was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained solid was dissolved in a mixed solvent of tetrahydrofuran (40 ml) and methanol (40 ml), an aqueous solution (20 ml) of 85% potassium hydroxide (2.2 g) was added to this solution, and the mixture was stirred at room temperature for 18 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was acidified with aqueous citric acid solution. The precipitated crystals were collected by filtration, washed with water, and dried to give the title compound (3.3 g, yield 99%) as colorless crystals. MS: 351 (MH+). melting point 223-225° C.

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionthe obtained residue was diluted with ethyl acetate
3. washThe mixture was washed with saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. dissolutionThe obtained solid was dissolved in a mixed solvent of tetrahydrofuran (40 ml) and methanol (40 ml)
7. additionan aqueous solution (20 ml) of 85% potassium hydroxide (2.2 g) was added to this solution
8. concentrationThe reaction solution was concentrated under reduced pressure
9. filtrationThe precipitated crystals were collected by filtration
10. washwashed with water
11. customdried