HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Triethylamine hydrochloride | HCID 11130 | — |
| Edukt | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Edukt | 2-Methylpiperazine, (R)- | HCID 7330434 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile | HCID 44186481 | 59% |
Reaktionsschritte
Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro-nicotinonitrile (2.76 g, 20 mmol, 1 eq), (R)-2-methyl-piperazine (2.00 g, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536168B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-60167e6f1e81401bbd6452b0dc756490 |
| Quellennotiz | uspto-grants-2013_09 |