HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl N-{4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)-benzoyl}glycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)benzoic acid | HCID 58270992 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | Methyl N-{4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)-benzoyl}glycinate | HCID 58270969 | — |
Reaction Steps
To the solution of methyl glycinate hydrochloride (0.36 g, 2.89 mmol) in N,N-dimethylformamide was added triethylamine (0.59 g, 5.78 mmol) at 0° C. Then 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (0.40 g, 1.73 mmol), 4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-(trifluoromethyl)benzoic acid (0.73 g, 1.44 mmol) was added to the solution. Reaction mixture was stirred for overnight at room temperature. The reaction mixture was diluted with t-BuOMe, washed with H2O, and dried over MgSO4. After evaporation, the residue was purified by column chromatography (0.13 g, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158560B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-cde2d91344a44e9c8d31a5fb3d34632c |
| Source note | uspto-grants-2012_04 |