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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830368Generated: November 1, 2026

4-Aminopyridine → HCID 22054258, compound

https://huagongshe.com/reaction/1830368

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminopyridineHCID 1727—
ReactantTriethylamineHCID 8471—
Reactant1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 10986715—
Reactant5-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic AcidHCID 22054271—
SolventDichloromethaneHCID 6344—
ProductHCID 22054258HCID 2205425812.3%

Reaction Steps

4-Aminopyridine (0.282 g, 3.000 mmol), triethylamine (0.304 g, 3.000 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.507 g, 3.000 mmol) were added to a methylene chloride solution (50 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.374 g, 1.000 mmol) and the resulting solution was stirred at room temperature for 12 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1) and then recrystallized from ether to obtain the titled compound (0.050 g, 0.123 mmol, 12%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-a818bca096e448d2b569d4b6cf4efc85
Source noteuspto-grants-2006_06