HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → Naratriptan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5-Bromoindole | HCID 24905 | — |
| Reactant | 1-Methyl-4-piperidone | HCID 74049 | — |
| Reactant | 5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole | HCID 14973208 | — |
| Reactant | HCID 178458093 | HCID 178458093 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Naratriptan | HCID 4440 | — |
Reaction Steps
In another process as described in US '841, if the reaction of 5-bromoindole with 1-methylpiperidin-4-one by means of KOH in methanol is carried out at reflux temperature the resulting product is 5-bromo-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole which is further condensed with N-methylvinylsulfonamide as described above to obtain naratriptan.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735589B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-c9bc2904248d4c50939eae5012f68ba4 |
| Source note | uspto-grants-2014_05 |