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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577799Generated: October 31, 2026

Piperidine → HCID 178497292, compound

https://huagongshe.com/reaction/577799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantN-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamideHCID 21927707—
Reactant(E)-methyl 1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-6-carboxylateHCID 89719510—
SolventDimethylformamideHCID 6228—
ProductHCID 178497292HCID 178497292—

Reaction Conditions

Temperature110 °C

Reaction Steps

Step-2: To a solution of (E)-methyl 1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-6-carboxylate (2.6 g, 7.10 mmol) in DMF (5 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (1.94 g, 7.43 mmol) at RT and the reaction mixture was heated to 110° C. and stirred for 1 h. The reaction mixture was allowed to cool to RT, treated with piperidine (3 mL) and stirred for 30 min. The reaction mixture was evaporated and the resultant residue was purified by silica gel column chromatography using 5% CH3OH in dichloromethane as eluent to afford (Z)-methyl 3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 541.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040555B2
Source datasetuspto-grants-2015_05
ORD IDord-f3bc78b73f6c4d0eb3603102233a9753
Source noteuspto-grants-2015_05