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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80108Generated: October 25, 2026

1,2-Diaminocyclohexane, trans- → 5-(3-Naphthalen-2-yl-2-oxo-imidazolidin-1-yl)-nicotinic Acid Methyl Ester

https://huagongshe.com/reaction/80108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantMethyl 5-bromopyridine-3-carboxylateHCID 699336—
Reactant1-Naphthalen-2-yl-imidazolidin-2-oneHCID 59636167—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product5-(3-Naphthalen-2-yl-2-oxo-imidazolidin-1-yl)-nicotinic Acid Methyl EsterHCID 5963624726.99%

Reaction Steps

Using the same reaction conditions as in Example 79, 1-naphthalen-2-yl-imidazolidin-2-one (I-79b: 100 mg, 0.4711 mmol) was reacted with 5-bromo-nicotinic acid methyl ester (112 mg, 0.5182 mmol), 1,4-dioxane (10 mL), copper iodide (11 mg), trans-1,2-diamino cyclohexane (22 mg) and potassium phosphate (200 mg, 0.9422 mmol) to afford the crude product. Purification by column chromatography on silica gel (80% EtOAc in hexane) afforded 44 mg of the product (26.99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-6250fd0bcd5e4208ac3324b079df9170
Source noteuspto-grants-2014_09