HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-Carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-(4-Chlorobenzyl)-5-oxopyrrolidine-3-carboxylic acid | HCID 2739200 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one | HCID 18426256 | — |
Reaction Steps
To a mixture of 4-carboxy-1-(4-chlorobenzyl)pyrrolidin-2-one (5.05 g, 20 mmol), EDCI (2.85 g, 22 mmol), HOBt (2.97 g, 22 mmol) and dichloromethane (100 mL) was added 0.5 M ammonia indioxane (60 mL, 30 mmol). The reaction mixture was stirred at room temperature for 15 h and washed with 2N HCl (3 times) and 2 N NaOH aqueous solution (100 mL×4). The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to afford 3-carbamoyl-1-(4-chlorobenzyl)pyrrolidin-2-one (1.49 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06451842B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-068bc7d1a2eb461cb7be0da80873e2db |
| Source note | uspto-grants-2002_09 |