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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030613Generated: October 30, 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/1030613

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 numberUS05106849
Source datasetuspto-grants-1992_04
ORD IDord-94f13bf959334dc59537d651e25fa95b
Source noteuspto-grants-1992_04