HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (3aS*,4S*,6aR*)-2-benzyl-N-cyclopropyloctahydrocyclopenta[c]pyrrol-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | 2-Benzylhexahydrocyclopenta[c]pyrrol-4(1H)-one | HCID 13463769 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3aS*,4S*,6aR*)-2-benzyl-N-cyclopropyloctahydrocyclopenta[c]pyrrol-4-amine | HCID 46213241 | — |
Reaction Steps
2-Benzylhexahydrocyclopenta[c]pyrrol-4(5H)-one (0.578 g, 2.68 mmol), cyclopropylamine (0.189 mL, 2.68 mmol), and acetic acid (10 mL) were combined in dichloromethane (20 mL). PS-Cyanoborohydride (1.147 g, 2.68 mmol) was added. The reaction was stirred at room temperature for 2 hours, then filtered and the resin was washed with dichloromethane. The solvent was removed in vacuo, and the crude material was applied to a silica gel column and was eluted with 1-10% methanol (2 N ammonia)/dichloromethane to give the title compounds.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691865B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-7e6147fc55034dd69b9d9924fdd68a34 |
| Source note | uspto-grants-2014_04 |