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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36954Generated: October 30, 2026

Tert-Butylamine → 3-[4-(4-phenylpiperazino)butyl]indole-5-carboxylic acid N-tert-butylamide

https://huagongshe.com/reaction/36954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-[4-(4-Phenyl-piperazin-1-yl)-butyl]-1H-indole-5-carboxylic acidHCID 11280358—
SolventDimethylformamideHCID 6228—
Product3-[4-(4-phenylpiperazino)butyl]indole-5-carboxylic acid N-tert-butylamideHCID 54231088—

Reaction Steps

A solution of 3.74 g of 3-[4-(4-phenylpiperazino)butyl]indole-5-carboxylic acid in 500 ml of DMF is treated with 1.01 g of N-methylmorpholine. A solution of one equivalent of tert-butylamine in 5 ml of DMF, 1.35 g of 1-hydroxybenzotriazole and a solution of 1.92 g of N-(3-dimethylaminopropyl-N'-ethylcarbodiimide hydrochloride in 20 ml of DMF are added with stirring. The mixture is stirred for 16 hours at 20° and the filtrate is evaporated. After working up in a conventional manner, 3-[4-(4-phenylpiperazino)butyl]indole-5-carboxylic acid N-tert-butylamide is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05418237
Source datasetuspto-grants-1995_05
ORD IDord-fb01b79ae5084866b09df52fd32128c1
Source noteuspto-grants-1995_05