HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Methyl-6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-3-carboxylic acid | HCID 21957593 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide | HCID 21051553 | 78.3% |
Reaction Steps
A mixture of 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid (Example B, 268.5 mg, 1.5 mmol), HOBt (202.5 mg, 1.5 mmol) and EDC (573.5 mg, 3 mmol) in dry DMF (5 mL) was stirred at room temperature for 20 min. Then aniline (3.0 mmol) was added to the mixture and stirring was continued for 24 hours. The reaction was diluted with sat. Na2CO3 and water, the solid was collected by vacuum filtration, washed with sat. Na2CO3 and water in turn, dried to give 315 mg of the titled compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105562B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-12a6b5ef39fd42db8d9d0184fa36b396 |
| Source note | uspto-grants-2006_09 |