HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-Chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Isopropanol | HCID 3776 | — |
| Edukt | 4-Hydroxymethylpyridine | HCID 11472 | — |
| Edukt | Tributylphosphine | HCID 13831 | — |
| Edukt | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Edukt | 4-Chloro-7-hydroxy-6-methoxycinnoline | HCID 135752523 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-Chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochloride | HCID 21991011 | 122% |
Reaktionsschritte
The starting material, 4-chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochloride, was obtained by adding 4-chloro-7-hydroxy-6-methoxycinnoline (200 mg, 0.95 mmol), followed by 4-hydroxymethylpyridine (108 mg, 1 mmol) and 1,1′-(azodicarbonyl)dipiperidine (647 mg, 2.5 mmol), in portions, to a solution of tri(n-butyl)phosphine (640 μg, 2.5 mmol) in methylene chloride (6 ml). After stirring for 1 hour at ambient temperature, a solution of 7M hydrogen chloride in isopropanol (300 μl, 2.1 mmol) was added. The resulting solid was filtered off, washed with methylene chloride and ether to give 4-chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochloride as a solid (196 mg, 55%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07087602B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-1925b59d42954b6c9cf79949b3a51998 |
| Quellennotiz | uspto-grants-2006_08 |