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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108103Generated: October 30, 2026

Triethylamine → HCID 23045036, compound

https://huagongshe.com/reaction/2108103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1H-Indole-5-Carboxylic AcidHCID 74280—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant1-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochlorideHCID 12828501—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 23045036HCID 2304503674.8%

Reaction Steps

To a mixture of indole-5-carboxylic acid (1 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (2.2 g), triethylamine (1.9 g) and N,N-dimethylformamide (20 ml) is added dropwise under ice-cooling diethyl cyanophosphonate (1.5 ml), followed by stirring for 30 minutes under ice-cooling and for further one hour at room temperature. After addition of water (200 ml), ethyl acetate (200 ml) and hexane (50 ml), the reaction mixture is extracted with ethyl acetate. The extract is washed with water, dried, and concentrated. The residue is purified by means of a silica gel column chromatography(hexane:acetone=1:1) to give 1-(5-indolylcarbonyl)-4-(3,4,5-trimethoxybenzyl)piperazine (1.9 g) as a colorless oily product. This product (0.3 g) is led to its fumarate in ethyl ether to obtain colorless powder (0.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04937246
Source datasetuspto-grants-1990_06
ORD IDord-5782f013af1c429581ea0bf0fd200b37
Source noteuspto-grants-1990_06