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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386381Generated: October 25, 2026

Pyrazole → 1-(naphthalen-1-yl)-1H-pyrazole

https://huagongshe.com/reaction/386381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
Reactant1-IodonaphthaleneHCID 7004—
ReactantCesium carbonateHCID 10796—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product1-(naphthalen-1-yl)-1H-pyrazoleHCID 647305—

Reaction Steps

A mixture of 1H-pyrazole (300 mg, 4.4 mmol), iodonaphthalene (1.1 g, 4.4 mmol), copper (I) iodide (126 mg, 0.66 mmol), Cs2CO3 (2.15 g, 6.6 mmol) in DMF (5 mL) was evacuated and filled with nitrogen twice. The reaction was then stirred at room temperature for 30 minutes and then at 120° C. for 2 days. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate, filtered through silica gel and concentrated to give 1-(naphthalen-1-yl)-1H-pyrazole as pure solid. (800 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372807B2
Source datasetuspto-grants-2013_02
ORD IDord-bd1102cf020049879ce49d89a44449ac
Source noteuspto-grants-2013_02