HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-{[(3S)-3-methyl-4-(2-pyridinylcarbonyl)-1-piperazinyl]sulfonyl}benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 4-Cyanobenzenesulfonyl chloride | HCID 39497 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | (2S)-2-methyl-1-(2-pyridinylcarbonyl)piperazine dihydrochloride | HCID 67222743 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-{[(3S)-3-methyl-4-(2-pyridinylcarbonyl)-1-piperazinyl]sulfonyl}benzonitrile | HCID 44611960 | 50,8% |
Reaktionsschritte
To a solution of (2S)-2-methyl-1-(2-pyridinylcarbonyl)piperazine dihydrochloride (Description 16) (71 mg, 0.255 mmol) in DCM (3 ml) was added DIPEA (0.183 ml, 1.046 mmol) at room temperature and to it was slowly added 4-cyanobenzenesulfonyl chloride (56.6 mg, 0.281 mmol) and the resultant mixture then stirred for 3 h. 5 ml of water and 5 ml of DCM were added and the organic layer separated with a phase separation cartridge and then evaporated under vacuum. The crude material (120 mg) was purified via Biotage (12M silica column) using a gradient [i-hex/EtOAc] ([90/10] to [40/60]). The desired fractions were then collected and concentrated to dryness giving the title compound (48 mg) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08530478B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-dc0910905023484a84df89cc4a67cb1f |
| Quellennotiz | uspto-grants-2013_09 |