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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594862Generated: November 1, 2026

Potassium Carbonate → HCID 86724258, compound

https://huagongshe.com/reaction/594862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant4-(Methoxymethyl)-1H-pyrazoleHCID 23080859—
ReactantHCID 86724259HCID 86724259—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86724258HCID 8672425844%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 4-(methoxymethyl)-1H-pyrazole (145 mg, 1.29 mmol), 6′-bromo-4′H-dispiro[cyclobutane-1,2′-chromene-3′,3″-oxetan]-4′-one (200 mg, 0.647 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (74 mg, 0.52 mmol) and K2CO3 (268 mg, 1.94 mmol) in NMP (2 mL) was purged with argon. To the mixture was added CuI (49 mg, 0.26 mmol), and the mixture was sealed and stirred for 1 hour at 150° C. and 0.5 hours at 170° C. under a microwave irradiation. The mixture was partitioned between EtOAc and saturated aqueous NH4Cl. The organic layer was washed with water (two times) and brine, dried over MgSO4, filtered, and the filtrate was evaporated. Silicagel column chromatography (EtOAc-hexane, a linear gradient of EtOAc from 0 to 45%) afforded 6′-[4-(methoxymethyl)-1H-pyrazol-1-yl]-4′H-dispiro[cyclobutane-1,2′-chromene-3′,3″-oxetan]-4′-one (97 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242973B2
Source datasetuspto-grants-2016_01
ORD IDord-cc61ac71141d46e284a7a9e09eec60c3
Source noteuspto-grants-2016_01