HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 3-Oxo-3-(1-pyrrolidinyl)-n-[3-(trifluoromethyl)phenyl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | Lithium 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate | HCID 23693664 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Oxo-3-(1-pyrrolidinyl)-n-[3-(trifluoromethyl)phenyl]propanamide | HCID 21110131 | — |
Reaction Steps
A solution of Example 35A (200 mg, 0.79 mmol), pyrrolidine (62 mg, 0.869 mmol), ethyldiisopropylamine (224 mg, 1.7 mmol), 1-hydroxy-1H-benzotriazol hydrate (129 mg, 0.95 mmol), 4-N,N-dimethylaminopyridine (1 mg), and 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride (197 mg, 1.03 mmol) in dimethyl formamide (8 ml) is stirred at room temperature overnight (18 h). The crude reaction mixture is purified directly by preparative RP-HPLC to afford a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230017B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-ede7995e305b46fba9308fe66452104d |
| Source note | uspto-grants-2007_06 |