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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80160Generated: October 25, 2026

1,2-Diaminocyclohexane, trans- → 1-Benzothiazol-6-yl-3-(4-difluoromethyl-pyridin-3-yl)-imidazolidin-2-one

https://huagongshe.com/reaction/80160

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-Bromo-4-(difluoromethyl)pyridineHCID 640481—
Reactant1-Benzothiazol-6-yl-imidazolidin-2-oneHCID 66678554—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-Benzothiazol-6-yl-3-(4-difluoromethyl-pyridin-3-yl)-imidazolidin-2-oneHCID 498723512%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-benzothiazol-6-yl-imidazolidin-2-one (I-84b: 75 mg, 0.3173 mmol) was reacted with 3-bromo-4-difluoromethyl-pyridine (60 mg, 0.2884 mmol), 1,4-dioxane (5 mL), copper iodide (7.5 mg), trans-1,2-diamino cyclohexane (15 mg) and potassium phosphate (122 mg, 0.5769 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3), followed by preparative HPLC afforded 2 mg of the product (2% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-99511fe196b046f7bfc93cecdb01b75a
Source noteuspto-grants-2014_09