HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,4-Dihydro-5-[2-hydroxy-3-(4-(ethoxycarbonylamino)-1-piperidyl)propoxy]carbostyril hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-[(Oxiran-2-yl)methoxy]-3,4-dihydroquinolin-2(1H)-one | HCID 12899423 | — |
| Reactant | ethyl N-(piperidin-4-yl)carbamate | HCID 15595030 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3,4-Dihydro-5-[2-hydroxy-3-(4-(ethoxycarbonylamino)-1-piperidyl)propoxy]carbostyril hydrochloride | HCID 19913741 | 56.5% |
Reaction Steps
Ethyl 4-piperidylcarbamate (2 g), from Preparation 4, and 5-(2,3-epoxypropoxy)-3,4-dihydrocarbostyril (2.54 g), from Preparation 5, were dissolved in ethanol (50 mL) and the resulting solution was heated under reflux for 6 hours and then cooled to room temperature. Concentrated hydrochloric acid (1 mL) was added. A white product precipitated, which was collected by filtration. The crude product was recrystallized from ethanol to yield 2.8 g (56.5%) of 3,4-dihydro-5-[2-hydroxy-3-(4-(ethoxycarbonylamino)-1-piperidyl)propoxy]carbostyril hydrochloride, m.p. 232°-234° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05082847 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-589071c247414f89aac80c3d701901c6 |
| Source note | uspto-grants-1992_01 |