HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-{4-[4-(3-Pyridin-3-yl-propionyl)-piperazine-1-sulfonyl]-phenyl}-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Pyridin-3-yl)propanoic acid | HCID 259624 | — |
| Reactant | N-[4-(piperazine-1-sulfonyl)-phenyl]-acrylamide | HCID 56953730 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-{4-[4-(3-Pyridin-3-yl-propionyl)-piperazine-1-sulfonyl]-phenyl}-acrylamide | HCID 52939044 | 15.8% |
Reaction Steps
Triethylamine (0.28 ml, 2.04 mmol) was added in one portion to a stirred solution of N-[4-(piperazine-1-sulfonyl)-phenyl]-acrylamide (0.2 g, 0.68 mmol) and 3-pyridine propionic acid (0.1 g, 0.68 mmol) in THF (5 ml). The mixture was stirred at room temperature for 5 minutes before EDC (0.26 g, 1.36 mmol) was added in one portion and the resulting mixture and stirred at room temperature under a nitrogen atmosphere for 18 hours. The crude reaction mixture was concentrated under vacuum and the resulting residue dissolved in DCM (20 ml), washed with water (20 ml), dried (MgSO4), filtered and concentrated under vacuum. The crude product was purified by Prep HPLC to give the title compound (0.046 g, 15% yield) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946197B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-a3428c1c8c9a4cfb83781b8c2f74015a |
| Source note | uspto-grants-2015_02 |