HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 1-(6-chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylate Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Ethyl 1-({[2-(5-chloro-1H-indol-3-yl)ethyl]amino}carbonyl)cyclobutanecarboxylate | HCID 11163887 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 1-(6-chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylate Hydrochloride | HCID 18317933 | — |
Reaction Steps
32 g of the product obtained in Step A are heated at reflux in a solution of 400 ml of toluene and 35 ml of POCl3. After 3 hours, the reaction mixture is concentrated under reduced pressure, the residue is taken up in 300 ml of ethanol, and 5 g of sodium borohydride are slowly added. After 30 minutes, 300 ml of water are added and the ethanol is distilled off. After extraction of the residue with dichloromethane, drying and evaporation under reduced pressure, the oily residue obtained is converted into the hydrochloride in an ethanolic hydrogen chloride solution. The expected product is isolated by filtration and drying in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06350757B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-616e491ac5bd455682e9b3fd5465aff7 |
| Source note | uspto-grants-2002_02 |