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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383784Generated: October 26, 2026

1,2-Diaminocyclohexane, trans- → N-{5-[3-(4-Methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-pyridin-2-yl}-acetamide

https://huagongshe.com/reaction/2383784

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Acetamido-5-bromopyridineHCID 293097—
Reactant1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
ProductN-{5-[3-(4-Methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-pyridin-2-yl}-acetamideHCID 6878451740%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.8465 mmol) was reacted with N-(5-bromo-pyridin-2-yl)-acetamide (217.4 mg, 1.016 mmol), 1,4-dioxane (20 mL), copper iodide (16 mg, 0.08474 mmol), trans-1,2-diamino cyclohexane (29.4 mg, 0.254 mmol) and potassium phosphate (449.7 mg, 2.118 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 105 mg of the product (40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263635B2
Source datasetuspto-grants-2012_09
ORD IDord-fc9499ece45f4b1085f15c502a490920
Source noteuspto-grants-2012_09