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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830379Generated: November 3, 2026

4-Aminopyridine → HCID 22054337, compound

https://huagongshe.com/reaction/1830379

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-(3-pyridylmethyloxy)benzoic AcidHCID 22054171—
SolventDichloromethaneHCID 6344—
ProductHCID 22054337HCID 220543379.2%

Reaction Steps

4-Aminopyridine (0.141 g, 1.500 mmol), triethylamine (0.152 g, 1.500 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.254 g, 1.500 mmol) were added to a methylene chloride solution (100 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-(3-pyridylmethyloxy)benzoic acid (0.2115 g, 0.500 mmol) and the resulting solution was stirred at room temperature for 10 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 (0.023 g, 0.0460 mmol, 9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-cdc119a9beaa41ce9e71c45b28a584d8
Source noteuspto-grants-2006_06