反应详情

A mixture of 377 mg (1.0 mmol) of 1,4-dihydro-7-mercapto-6-nitro-4-oxo-1-[[2-(trimethylsilyl)ethoxy]methyl]-3-quinolinecarbonitrile and 200 mg of 20% palladium-hydroxide-on-carbon in 50 mL of tetrahydrofuran and 10 mL of methanol is hydrogenated in a Parr apparatus at 40 psi for 30 minutes. The mixture is filtered and concentrated in vacuo. The residue is dissolved in 5 mL of 98% formic acid, and 200 mg of imidazole is added to the solution. The solution is refluxed for 2 hours and cooled to room temperature. To this solution is added a mixture of 100 mL ethyl acetate and 50 mL of hexanes. The solids thus formed are filtered, washed with ethyl acetate, and dried to yield 125 mg (55%) of a tan solid, mp 200° C. (decomposed).

1. filtrationThe mixture is filtered
2. concentrationconcentrated in vacuo
3. dissolutionThe residue is dissolved in 5 mL of 98% formic acid
4. addition200 mg of imidazole is added to the solution
5. temperatureThe solution is refluxed for 2 hours
6. additionTo this solution is added
7. additiona mixture of 100 mL ethyl acetate and 50 mL of hexanes
8. customThe solids thus formed
9. filtrationare filtered
10. washwashed with ethyl acetate
11. customdried