HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminopyridine → 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-N-(pyridin-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-[4-(2-Tert-butylphenyl)piperazin-1-yl]-2-oxoacetic acid | HCID 66750854 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-N-(pyridin-2-yl)acetamide | HCID 66792764 | 39.1% |
Reaction Steps
To a stirred solution of 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-acetic acid (0.086 g, 0.30 mmol) in methylene chloride (4.0 mL) was added EDCI (0.75 g, 0.39 mmol) and HOBt (0.053 g, 0.39 mmol) at room temperature. After 30 min 2-aminopyridine (0.031 g, 0.33 mmol) was added and the reaction mixture was stirred at room temperature for 16 h. After this time, the reaction mixture was concentrated under reduced pressure and the residue purified by flash column chromatography (silica gel, 80:20 heptane/ethyl acetate) to provided 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-N-(pyridin-2-yl)acetamide (0.043 g, 39%) as a white solid, mp 168-172° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853215B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e8395afd88cf438b9bdcc3e9b7b7d36b |
| Source note | uspto-grants-2014_10 |