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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80033Generated: October 29, 2026

2-Bromonaphthalene → 1-Naphthalen-2-yl-3-pyridin-3-yl-tetrahydro-pyrimidin-2-one

https://huagongshe.com/reaction/80033

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromonaphthaleneHCID 11372—
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantHCID 59636159HCID 59636159—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-Naphthalen-2-yl-3-pyridin-3-yl-tetrahydro-pyrimidin-2-oneHCID 5963621535.71%

Reaction Steps

Using the same reaction conditions as in Example 1, 1-pyridin-3-yl-tetrahydro-pyrimidin-2-one (I-10b: 118 mg, 0.724 mmol) was reacted with 2-bromo-naphthalene (150 mg, 0.724 mmol), 1,4-dioxane (5 mL), copper iodide (13.79 mg, 0.0724 mmol), trans-1,2-diamino cyclohexane (24.865 mg, 0.2172 mmol) and potassium carbonate (200 mg, 1.448 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform) afforded 75 mg of the product (35.71% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-268c04b1e14c42b48aaeb2e69afaef06
Source noteuspto-grants-2014_09