HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophene → 2,3,4,5-tetrahydro-2-[1-(phenylmethyl)-4-piperidinyl]-1H-pyrido[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | 1H,2H,3H,4H,5H-pyrido[4,3-b]indole | HCID 723230 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2,3,4,5-tetrahydro-2-[1-(phenylmethyl)-4-piperidinyl]-1H-pyrido[4,3-b]indole | HCID 18677409 | 99.9% |
Reaction Steps
A mixture of 1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indole (0.2 mol) and 1-(phenylmethyl)-4-piperidinone (0.2 mol) in methanol (700 ml) was hydrogenated at 50° C. with palladium-on-charcoal (10%; 3 g) as a catalyst in the presence of thiophene (4%; 2 ml). After uptake of hydrogen (1 equivalent), the catalyst was filtered off and the filtrate was evaporated, yielding 69 g 2,3,4,5-tetrahydro-2-[1-(phenylmethyl)-4-piperidinyl]-1H-pyrido[4,3-b]indole (intermediate 24).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506768B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-e8652fa27d0d4acc8be4d58c711c3a08 |
| Source note | uspto-grants-2003_01 |