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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640878Generated: October 31, 2026

4-(4-Methylpiperazin-1-yl)aniline → 5-Acetyl-thiophene-2-carboxylic acid [4-(3-{[4-(4-methyl-piperazin-1-yl)-phenylamino]-methylene}-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide

https://huagongshe.com/reaction/640878

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
ReactantHCID 178466654HCID 178466654—
SolventTetrahydrofuranHCID 8028—
Product5-Acetyl-thiophene-2-carboxylic acid [4-(3-{[4-(4-methyl-piperazin-1-yl)-phenylamino]-methylene}-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amideHCID 7322448257%

Reaction Conditions

Temperature65 °C

Reaction Steps

A small screw cap test tube was charged with 5-Acetyl-thiophene-2-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 34, 40 mg, 0.093 mmol) and THF (2 mL). To the resulting solution was added 4-(4-methyl-piperazin-1-yl)-phenylamine (22 mg, 0.1150 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and concentrated in vacuo. The solid residue was recrystallized with ˜2 mL of i-prOH affording the title compound in 57% yield (0.032 g, 0.0528 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692005B2
Source datasetuspto-grants-2010_04
ORD IDord-cc339b51b6744557b9e53f2911ee7a63
Source noteuspto-grants-2010_04