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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859200Generated: November 2, 2026

Water → 3-[1-(4-Aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dione

https://huagongshe.com/reaction/1859200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl acetate ethanol ammonium hydroxideHCID 18433202—
Reactant3-[1-(4-Aminomethyl-3-(2-(trimethylsilyl)ethoxymethoxy)benzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]pyrrole-2,5-dioneHCID 22123297—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3-[1-(4-Aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dioneHCID 2212327522.9%

Reaction Steps

The product of Example 10 (0.068 g, 0.11 mmol) was dissolved in methylene chloride (0.5 ml). Water (0.1 mL) was added and the solution cooled on ice. Trifluoroacetic acid (1 mL) was added and the reaction allowed to proceed for 30 minutes. Extractive workup with ethyl acetate followed by chromatography (ethyl acetate/ethanol/ammonium hydroxide:90/10/2) yields 3-[1-(4-aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dione (0.012 g,) as a red solid. Treatment with hydrochloric acid yields the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153641
Source datasetuspto-grants-2000_11
ORD IDord-527ae99b34e54cc4a24e99c1efe1da9d
Source noteuspto-grants-2000_11