反应详情

To a suspension of 0.50 g 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboximidothioic acid methyl ester hydroiodide in 33 ml tetrahydrofurane was added 1.34 g 3-amino-4,4-diethoxy-piperidine-1-carboxylic acid tert-butyl ester and the mixture was stirred at room temperature for two days. Then 0.2 ml boron trifluoride etherate was added and the solvent was distilled off under vacuum. Again 0.2 ml boron trifluoride etherate was added and the mixture was dissolved in 30 ml dimethylformamide and heated for 10 minutes at 125° C. The solvent was distilled off and the residue was dissolved in dichloromethane and extracted with water. The organic layer was dried with sodium sulfate, filtered and the solvent was evaporated. Chromatography on silicagel with ethylacatate/hexane 1:1 followed by chromatography on aluminiumoxide with ethylacatate/hexane 1:1 yielded 0.18 g (35%) 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester as an amorphous solid; m/e=472 (M+H+).

1. distillationthe solvent was distilled off under vacuum
2. additionAgain 0.2 ml boron trifluoride etherate was added
3. dissolutionthe mixture was dissolved in 30 ml dimethylformamide
4. temperatureheated for 10 minutes at 125° C
5. distillationThe solvent was distilled off
6. dissolutionthe residue was dissolved in dichloromethane
7. extractionextracted with water
8. dry with materialThe organic layer was dried with sodium sulfate
9. filtrationfiltered
10. customthe solvent was evaporated