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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197834Generated: November 1, 2026

Triethylamine → N-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride Sesquihydrate

https://huagongshe.com/reaction/1197834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Adamantanecarbonyl chlorideHCID 98915—
Reactant3-[4-(3-Chlorophenyl)piperazin-1-yl]propan-1-amineHCID 3506759—
SolventDichloromethaneHCID 6344—
ProductN-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride SesquihydrateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05278160
Source datasetuspto-grants-1994_01
ORD IDord-e08f77cb09c84f7ba360787b619964ff
Source noteuspto-grants-1994_01