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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784103Generated: October 26, 2026

5-Bromo-2H-1,3-benzodioxol-4-ol → 4-(6-Bromo-2,3-methylenedioxyphenoxy)-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline

https://huagongshe.com/reaction/1784103

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2H-1,3-benzodioxol-4-olHCID 11053094—
Reactant4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrileHCID 11749177—
Product4-(6-Bromo-2,3-methylenedioxyphenoxy)-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinolineHCID 1798056952%

Reaction Steps

Using an analogous procedure to that described in Example 14, 4chloro-3-cyano-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline was reacted with 6-bromo-2,3-methylenedioxyphenol to give the title compound as a solid in 52% yield; NMR Spectrum: (DMSOd6 and CF3CO2D) 2.25-2.4 (m, 2H), 2.95 (s, 3H), 3.24-4.0 (m, 8H), 3.48 (m, 2H), 3.98 (s, 3H), 4.35 (m, 2H) 6.02 (s, 1H), 6.08 (s, 1H), 6.92 (d, 1H), 7.25 (d, 1H), 7.6 (d, 2H), 8.9 (s, 1H); Mass Spectrum: M+H+ 555 and 557.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501516B2
Source datasetuspto-grants-2009_03
ORD IDord-3944141735ad4ac9aaabaa3d9eb6575c
Source noteuspto-grants-2009_03