HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylcyclopentanecarboxylic acid → N-[(3aS*,4R*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-1-phenylcyclopentanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylcyclopentanecarboxylic acid | HCID 66167 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-(Dimethylamino)propyl-ethyl-(iminomethylidene)azanium | HCID 21883392 | — |
| Reactant | (3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine | HCID 68411161 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(3aS*,4R*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-1-phenylcyclopentanecarboxamide | HCID 46213302 | — |
Reaction Steps
1-Hydroxybenzotriazole (33 mg, 0.24 mmol) and N-(3-dimethylaminopropyl)-N-ethylcarbodiimide (43 μL, 0.24 mmol) were added to a solution of 1-phenylcyclopentanecarboxylic acid (46 mg, 0.24 mmol) in dichloromethane (2 mL). The reaction was stirred at room temperature for 10 minutes, then (3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine (52 mg, 0.24 mmol) was added and the reaction stirred at room temperature overnight. The reaction was quenched with water, and extracted with dichloromethane, then purified by silica gel chromatography using 1-10% methanol (2 N ammonia)/chloroform as eluent to give the title compounds.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129417B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-c303e915df6748728df1d3036287334a |
| Source note | uspto-grants-2012_03 |