HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride Sesquihydrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Reactant | 3-[4-(3-Chlorophenyl)piperazin-1-yl]propan-1-amine | HCID 3506759 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride Sesquihydrate | HCID 131717306 | — |
Reaction Steps
To a stirred solution of [4-(3-chlorophenyl)piperazinyl]propylamine (1.28 g, 0.005 mol) in 50 mL of methylene chloride, adamantane-1-carboxylic acid chloride (1 g, 0.005 mol) and triethylamine (1 g, 0.01 mol) were added. Stirring was continued at room temperature overnight. The methylene chloride solution was washed with water, dried over anhydrous sodium sulfate and evaporated under reduced pressure. The remaining residue was subjected to preparative HPLC using silica gel column and ethyl acetate as the eluent. The title compound was separated and converted to the dihydrochloride salt with ethanolic HCl (1.5 g), m.p. 209°-210° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05106849 |
| Source dataset | uspto-grants-1992_04 |
| ORD ID | ord-94f13bf959334dc59537d651e25fa95b |
| Source note | uspto-grants-1992_04 |