HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrothiopyran-4-one → 8-Methyl-5-[2-(6-methyl-pyridin-3-yl)-ethyl]-1,3,4,5-tetrahydro-thiopyrano[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrothiopyran-4-one | HCID 66173 | — |
| Reactant | Latrepirdine | HCID 197033 | — |
| Product | 8-Methyl-5-[2-(6-methyl-pyridin-3-yl)-ethyl]-1,3,4,5-tetrahydro-thiopyrano[4,3-b]indole | HCID 46239913 | — |
Reaction Steps
The method was the same as for Dimebon, using tetrahydro-thiopyran-4-one in place of 1-methylpiperid-4-one. The desired product was isolated as a glassy yellow oil (13.1 mg, 8.7% over three steps based on 2-methyl-5-(N-nitroso-2-p-tolylaminoethyl)pyridine starting material) by column chromatography on SiO2, eluting with 4:1 EtOAc/MeOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703952B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-b8506040b9e4495f8cc5e776caa4b12d |
| Source note | uspto-grants-2014_04 |