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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352777Generated: November 1, 2026

Tetrahydrofuran → HCID 178463061, compound

https://huagongshe.com/reaction/2352777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
Reactant2-ethyl-N-[4-[[3-(hydroxymethylidene)-2-oxo-1H-indol-5-yl]methyl]phenyl]-5-methylpyrazole-3-carboxamideHCID 178463062—
SolventEthyl AcetateHCID 8857—
ProductHCID 178463061HCID 17846306155%

Reaction Conditions

Temperature65 °C

Reaction Steps

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indol-5-ylmethyl)-phenyl]-amide (prepared below, 70 mg, 0.175 mmol) and THF (1 mL). To the resulting solution was added 4-(4-Methyl-piperazin-1-yl)-phenylamine (66.8 mg, 0.349 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and then diluted with EtOAc (2 mL). The solution was washed with water (2 mL) and the water layer was re-washed with additional EtOAc (2 mL). The combined organic layers were then concentrated in vacuo affording the crude product. The crude product was further purified by silica gel column chromatography with 5% methanol in chloroform as eluant to give the desired product as a solid in 55% yield (55 mg, 0.96 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749530B2
Source datasetuspto-grants-2010_07
ORD IDord-595e417efb4e4157a8963a91b7e80c40
Source noteuspto-grants-2010_07