HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 1-[3,4-Dichlorobenzyl]-N-[3-(3-pyridinyl)propyl]-4-piperidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-[(3,4-Dichlorophenyl)methyl]piperidin-4-amine | HCID 10978156 | — |
| Reactant | 3-(Pyridin-3-yl)propanal | HCID 11105412 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[3,4-Dichlorobenzyl]-N-[3-(3-pyridinyl)propyl]-4-piperidinamine | HCID 22396241 | 25.6% |
Reaction Steps
The title compound was prepared from 1-(3,4-dichlorobenzyl)piperidine-4-amine (free base 187 mg), 3-(3-pyridinyl)propanal (125 mg), sodium triacetoxyborohydride (70 mg), and 0.02 ml acetic acid, stirred together for 2 hrs in dichloromethane (10 ml). Water was added, the mixture neutralised with sodium bicarbonate and the organic phase separated, dried and chromatographed on silica with ethyl acetate/methanol (9:1) as eluant, to give the title compound (70 mg) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903085B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-f839854a165b477ba9793d28761d34e6 |
| Source note | uspto-grants-2005_06 |