HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophene → (+/-)-Ethyl 4-[[3-[bis-(phenylmethyl)amino]propyl]amino]-3-methoxy-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | Ethyl 3-methoxy-4-oxopiperidine-1-carboxylate | HCID 2724451 | — |
| Reactant | (3-Aminopropyl)dibenzylamine | HCID 11436748 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+/-)-Ethyl 4-[[3-[bis-(phenylmethyl)amino]propyl]amino]-3-methoxy-1-piperidinecarboxylate | HCID 54032750 | 100.7% |
Reaction Steps
A mixture of ethyl 3-methoxy-4-oxo-1-piperidinecarboxylate (0.248 mol) and N,N-bis(phenylmethyl)-1,3-propanediamine (0.248 mol) in methanol (600 ml) was hydrogenated at 50° C. with platinum on activated carbon (5%, 5 g) as a catalyst in the presence of thiophene (4%, 5 ml). After uptake of hydrogen (1 equivalent), the catalyst was filtered off and the filtrate was evaporated, yielding 109.8 g of (±)-ethyl 4-[[3-[bis-(phenylmethyl)amino]propyl]amino]-3-methoxy-1-piperidinecarboxylate (interm. 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07358239B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-f44119b885a247cdbe92b915760006cf |
| Source note | uspto-grants-2008_04 |