HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22591861, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 1-(2-Methyl-5-nitrophenyl)-5-oxo-3-pyrrolidinecarboxylic acid | HCID 22591792 | — |
| Reactant | Ethyl 3-amino-3-pyridylpropanoate | HCID 69749277 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22591861 | HCID 22591861 | — |
Reaction Steps
To a mixture of 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine-3-carboxylic acid (5 g), ethyl 3-amino-3-pyridylpropanoate and HOAt in DMF at 0° C. was added i-Pr2NEt, followed by EDCI, in portions. The reaction mixture was then warmed up to room temperature and stirred overnight. The reaction solution was diluted with EtOAc and the organic phase was washed with saturated NaHCO3 and NaCl aqueous solution. The organic layer was dried over Na2SO4, concentrated in vacuo. The crude product was purified by flash column chromatography with 10% MeOH/EtOAc as eluent. A yellow solid was obtained. MS (ES+): 427.5 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849639B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-b8a77246e2444f54bbfe9a4149ed6988 |
| Source note | uspto-grants-2005_02 |