HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one → 2-Dimethylaminomethyl-9-methoxythieno[2,3-c]isoquinolin-5(4H)-one hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 9-methoxy-4H-thieno[2,3-c]isoquinolin-5-one | HCID 9964651 | — |
| Edukt | Dimethylmethylenammonium chloride | HCID 11051579 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 2-Dimethylaminomethyl-9-methoxythieno[2,3-c]isoquinolin-5(4H)-one hydrochloride | HCID 69004276 | 83% |
Reaktionsschritte
9-Methoxythieno[2,3-c]isoquinolin-5(4H)-one (Pellicciari, R., et al., Farmaco, 2003, 58, 851-858) (0.20 g, 0.86 mmol), was dissolved in a mixture of dry DMF (1 ml) and dry MeCN (2 ml) and treated with N,N-dimethyl(methylene)ammonium chloride (1.2 mmol) prepared according to a known procedure (Kinast, G. et al. Angew. Chem. Int. Ed. Engl. 1976, 15, 239-240. Bohme, H et al. Chem. Ber. 1960, 93, 1305). The reaction mixture was refluxed overnight. The formed solid was then filtered and washed with dry diethyl ether to give title compound (83% yield) as a solid. mp 264-265° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09079915B2 |
| Quelldatensatz | uspto-grants-2015_07 |
| ORD ID | ord-d9539b9192404bc6ac401d985707fba9 |
| Quellennotiz | uspto-grants-2015_07 |