HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 22876572, compound → (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 22876572 | HCID 22876572 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one | HCID 53845017 | 80% |
Reaction Steps
2.27 g (5 mmol) of (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one were hydrogenated in 80 ml of ethyl acetate in the presence of 35 mg of 5% palladium-on-charcoal at room temperature and normal pressure. After separating the catalyst the reaction mixture was purified by chromatography on silica gel while eluting with ethyl acetate. There were obtained 1.83 g (80%) of (S)-8-chloro-7-fluoro-12,12a-dihydro-1-(5-dipropylaminomethyl-1,2,4-oxadiazol-3-yl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was converted into the hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05665718 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-8dc6b500091b4744af6cbc95d1208f6f |
| Source note | uspto-grants-1997_09 |