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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56076Generated: October 26, 2026

Dimethylformamide → 1-(3-fluoro-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3,5-dimethyl pyridin-2(1H)-one

https://huagongshe.com/reaction/56076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-Dimethyl-1,2-dihydropyridin-2-oneHCID 12348538—
Reactant1-(2-Fluoro-4-iodobenzyl)-4-methylpiperazineHCID 90022493—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1-(3-fluoro-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3,5-dimethyl pyridin-2(1H)-oneHCID 9002260437.3%

Reaction Steps

A mixture of 3,5-dimethylpyridin-2(1H)-one (0.07 g, 0.57 mmol), 1-(2-fluoro-4-iodobenzyl)-4-methylpiperazine (0.19 g, 0.57 mmol), K2CO3 (0.08 g, 0.58 mmol), CuI (0.005 g, 0.026 mmol) and DMF (1 mL) was refluxed under N2. The reaction process was monitored by TLC. After the reaction was completed, the mixture was cooled to rt. To the resulting mixture was added H2O (5 mL) and CH2Cl2 (10 mL×3). The organic phase was separated, dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a pale yellow solid (0.07 g, 37%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-3427f3e07fab4469b603e83eefda3faa
Source noteuspto-grants-2016_09