HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[6-(Acetylamino)pyridin-3-yl]-4-biphenyl-3-ylpiperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Biphenyl-3-yl-piperazine | HCID 2756712 | — |
| Reactant | 2,2,2-Trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamate | HCID 86245259 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-[6-(Acetylamino)pyridin-3-yl]-4-biphenyl-3-ylpiperazine-1-carboxamide | HCID 16113827 | 18% |
Reaction Steps
A mixed solution of 2,2,2-trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamate (301 mg, 0.923 mmol), 1-biphenyl-3-ylpiperazine (200 mg, 0.839 mmol) and diisopropylethylamine (0.292 ml, 1.68 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 14 hours. To the reaction solution was added water, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduce pressure. The residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran to give the titled compound (62.6 mg, 18.0%) as solid product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812025B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-1c9d480f075c46bcae5ed1acf7146185 |
| Source note | uspto-grants-2010_10 |