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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383870Generated: November 2, 2026

Methanol → 1-(1H-indol-6-yl)-3-(4-methylpyridin-3-yl)imidazolidin-2-one

https://huagongshe.com/reaction/2383870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 68788691HCID 68788691—
SolventEthanolHCID 702—
SolventChloroformHCID 6212—
Product1-(1H-indol-6-yl)-3-(4-methylpyridin-3-yl)imidazolidin-2-oneHCID 5963625847.54%

Reaction Conditions

Temperature90 °C

Reaction Steps

10% NaOH solution (10 mL) was added to a solution of 1-(4-methyl-pyridin-3-yl)-3-[1-(toluene-4-sulfonyl)-1H-indol-6-yl]-imidazolidin-2-one (I-144a: 94 mg) in ethanol (10 mL). The resulting mixture was heated to reflux at 90° C. for 1 hour. The reaction was monitored by TLC (10% MeOH in CHCl3). The reaction mixture was concentrated and partitioned between ethylacetate and water. The organic layer was washed with water, brine solution, dried and concentrated. Purification by column chromatography on silica gel (2% MeOH in DCM) afforded 29 mg of the product (47.54% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263635B2
Source datasetuspto-grants-2012_09
ORD IDord-f501c8428cb44490a9c90aa8bc2e6170
Source noteuspto-grants-2012_09