HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Fadrozole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Benzonitrile, 4-(5,6,7,8-tetrahydroimidazo(1,5-a)pyridin-5-yl)-, hydrochloride (1:1) | HCID 59694 | — |
| Edukt | beta-Cyclodextrin | HCID 444041 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | Fadrozole | HCID 59693 | — |
Reaktionsschritte
Racemic 5-(p-cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine hydrochloride is applied, in 20 mg aliquots, to a 4.6×250 mm beta-cyclodextrin bonded silica gel column using 7:3 water:methanol as the eluant at a flow rate of 0.8 ml/min. The separate fractions are evaporated under vacuum to yield (-)-5-(p-cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine, [α]D25 =-89.2° and (+)-5-(p-cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine, [α]D25 +85.02°. Both compounds are separately dissolved in acetone and treated with 1 molar equivalent of etheral hydrogen chloride to yield the hydrochloride salts, m.p. 82°-83° (amorphous) and m.p. 218°-220°, respectively.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04889861 |
| Quelldatensatz | uspto-grants-1989_12 |
| ORD ID | ord-3427e2b968df4d80b42364faa1f02820 |
| Quellennotiz | uspto-grants-1989_12 |