Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Methyl-4-piperidone | HCID 74049 | — |
| Reactant | 2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide | HCID 13475765 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3,4-Didehydronaratriptan | HCID 20066734 | — |
Reaction Steps
2-(1H-indol-5-yl)-ethanesulfonic acid methylamide (100 g) was dissolved in methanol (1000 ml) and N-methyl-4-piperidone (200 ml) was added thereto at 25° C. The reaction mass was stirred for 15 minutes and potassium hydroxide (300 g) was added at 25° C. The reaction mass was heated to 60-65° C. for 8 hours and cooled gradually to 25° C. Water (1500 ml) was added slowly and stirred the mixture till solid was obtained. The solid was filtered and dried at 50-55° C. under vacuum to obtain the title compound. (Yield: 80 g, HPLC Purity: 99%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735589B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-0c9d0acc77344e7486c8d8c8c8c5823c |
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| Source note | uspto-grants-2014_05 |
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