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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236621Generated: October 29, 2026

{4-[(2-Methylpyrrolidin-1-yl)methyl]phenyl}amine → HCID 178426157, compound

https://huagongshe.com/reaction/2236621

Reaction equation

Participants

RoleNameHCIDCharge
Reactant{4-[(2-Methylpyrrolidin-1-yl)methyl]phenyl}amineHCID 60974123—
Reactant(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 68691018—
SolventDimethylformamideHCID 6228—
ProductHCID 178426157HCID 17842615714.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 0.2 g (0.61 mmol) of (4E)-6-iodo-4-(methoxymethylene)-isoquinoline-1,3(2H,4H)-dione in 2 mL of N,N′-dimethylformamide is added {4-[(2-methylpyrrolidin-1-yl)methyl]phenyl}amine (0.14 mL, 0.73 mmol). The reaction mixture is heated at 100° C. under N2. Mass spectroscopy suggested the completion of reaction after 45 min. The reaction mixture is concentrated under high-pressure vacuum. Purification is performed by silica gel chromatography using 5% MeOH/CHCl3 as solvent. Concentrating the organic layer containing product afforded 0.043 g (14.5% yield) of yellow solid: mp 157-158° C.; MS (ESI) m/z 488.4 (M+H)+1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-4869d284f09c42ee9f8ac2d582900d11
Source noteuspto-grants-2010_05