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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26208Generated: October 30, 2026

Triethylamine → 2-[4-(2-(1,3-Dioxolan-2-yl)-ethyl)-1-piperazinyl]-1-phenyl indole 3-carboxylic acid (4-methyl)-piperazide

https://huagongshe.com/reaction/26208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(2-Chloroethyl)-1,3-dioxolaneHCID 78071—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant1-Phenyl-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-PiperazideHCID 86736455—
SolventTolueneHCID 1140—
SolventChloroformHCID 6212—
Product2-[4-(2-(1,3-Dioxolan-2-yl)-ethyl)-1-piperazinyl]-1-phenyl indole 3-carboxylic acid (4-methyl)-piperazideHCID 86736458—

Reaction Steps

A stirred mixture of 8 g (0.02 mol) of 1-phenyl-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-piperazide, 9.45 g (0.07 mol) of 2-(2-chloroethyl)-1,3-dioxolane and 9.7 ml of triethylamine in 60 ml of toluene was maintained at the boil for 40 hours. After cooling, the mixture was diluted with 200 ml of chloroform, washed three times with water, and the solvent was eliminated in vacuo. The resinous residue of the organic phase was chromatographed using silica gel 60 (0.06-0.2 mm, deactivated by 10% of water, column size: 3 × 100 cm) with chloroform containing 10% methanol. The base was eluted as a resin. The yield amounted to 6.6 g (66% of the theoretical yield). The dihydrochloride melted at 215°-217° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04148895
Source datasetuspto-grants-1979_04
ORD IDord-2ea726274d5b438283d3b7d1fe3bc327
Source noteuspto-grants-1979_04