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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267151Generated: October 29, 2026

1,2-Diaminocyclohexane, trans- → HCID 58945868, compound

https://huagongshe.com/reaction/2267151

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTert-butyl 3-oxopiperazine-1-carboxylateHCID 3157178—
Reactant2-Chloro-3-(4-iodo-5-methyl-1H-1,2,3-triazol-1-yl)pyridineHCID 49853513—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58945868HCID 589458689.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a nitrogen atmosphere, 200 mg of tripotassium phosphate, 5 mg of copper(I) iodide and 0.1 ml of trans-1,2-diaminocyclohexane were successively added to a solution of 60 mg of 1-(2-chloropyridin-3-yl)-5-methyl-4-iodo-1H-[1,2,3]triazole and 50 mg of 4-(tert-butyloxycarbonyl)piperazin-2-one in 2 ml of dioxane and the mixture was stirred for one night at 90° C. After addition of water, the product was extracted with ethyl acetate and the organic layer washed with water and dried over sodium sulfate. A borane methyl sulfide complex (0.1 ml) was added to the residue after evaporation of the solvent in vacuo and the mixture was stirred at room temperature for 1 hour. After addition of pyridine, the residue prepared by evaporation in vacuo was purified by a preparative thin-layer silica gel chromatography (hexane:ethyl acetate=3:1) to give 7 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858800B2
Source datasetuspto-grants-2010_12
ORD IDord-71213a13234f4e48b51894323fc7c362
Source noteuspto-grants-2010_12