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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236624Generated: October 26, 2026

Water → (4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dione

https://huagongshe.com/reaction/2236624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant5-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenolHCID 59299875—
Reactant(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 68692760—
SolventDimethylformamideHCID 6228—
Product(4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dioneHCID 17851827366.6%

Reaction Steps

An amount of 33.5 mg (0.142 mmol) of 5-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenol, is dissolved in N,N-dimethylformamide (2 ML). 30 μl (0.213 mmol) of triethylamine is added followed by 20 mg (0.071 mmol) of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione. After the mixture is stirred at room temperature for 30 min, water (2 mL) is added and the reaction mixture is stirred for 60 min. The precipitate is filtered and washed several times with anhydrous ether. The crude solid is then purified by high performance liquid chromatography to give 23 mg of a yellow solid. MS (ESI) m/z 486.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-2586240e61844c80a7de342dfc656ae6
Source noteuspto-grants-2010_05