反应详情

To a mixture of 3.2 g of 5-hydroxy-2-methylindole-3-carboxylic acid and 3.7 g of 4-amino-1-(3-phenylpropyl)piperidine in 60 ml of tetrahydrofuran was added 3.8 g of dicyclohexylcarbodiimide, and the whole mixture was refluxed for 2 hours. After cooling, the precipitated dicyclohexylurea was filtered off and the filtrate was concentrated. The residue was crystallized from ethyl acetate. The crystals were filtered with suction, and recrystallized from a mixture of ethyl acetate and methanol to give 5-hydroxy-2-methyl-N-[1-(3-phenylpropyl)-4-piperidyl]indole-3-carboxamide, melting at 181°-184° C. The compound was precipitated as a monohydrate at first, but the water of crystallization was evaporated by vacuum drying over 3 hours at 90° C.

1. temperaturethe whole mixture was refluxed for 2 hours
2. temperatureAfter cooling
3. filtrationthe precipitated dicyclohexylurea was filtered off
4. concentrationthe filtrate was concentrated
5. customThe residue was crystallized from ethyl acetate
6. filtrationThe crystals were filtered with suction
7. customrecrystallized from a mixture of ethyl acetate and methanol