HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (RS)-2-Oxo-1-[4-(4-trifluoromethyl-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic Acid Amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (RS)-2-oxo-1-[4-(4-trifluoromethyl-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid | HCID 23614753 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (RS)-2-Oxo-1-[4-(4-trifluoromethyl-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic Acid Amide | HCID 10429719 | 10% |
Reaction Steps
150 mg (0.4 mmol) (RS)-2-oxo-1-[4-(4-trifluoromethyl-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid is dissolved in 4 ml THF. 59 mg (0.43 mmol) of 1-hydroxybenzotriazole and 80 mg (0.42 mmol) of N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide-hydrochloride is added and the reaction mixture is stirred at RT for 30 min. After cooling to 0° C. 4 ml of concentrated ammonia is added and the resulting mixture stirred at RT for 1 hour. Dilution with water, extraction and chromatography (silica gel, ethyl acetate) yields 15 mg (10%) of a colorless solid. MS: m/e=379.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07235581B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-dd1b64e1d194467282ecc6192ee37dda |
| Source note | uspto-grants-2007_06 |