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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447012Generated: October 29, 2026

Pyrazole → HCID 57813693, compound

https://huagongshe.com/reaction/447012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
ReactantL-ProlineHCID 145742—
Reactant3,5-DibromoanilineHCID 221512—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 57813693HCID 5781369342%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3,5-dibromoaniline (0.50 g, 1.99 mmol) in DMSO (2.0 mL) was added sequentially L-Proline (0.041 g, 0.36 mmol), Cs2CO3 (1.16 g, 3.58 mmol), CuI (0.038 g, 0.20 mmol) and pyrazole (0.12 g, 1.80 mmol). The reaction mixture was degassed for 10 min and then heated to 110° C. for 48 h. After the completion of reaction (TLC monitoring), the reaction mixture was cooled to room temperature, added water and extracted with ethyl acetate (×3). The combined organics was washed with water, dried (Na2SO4), filtered and concentrated. The residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane) to get the desired compound (0.18 g, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481544B2
Source datasetuspto-grants-2013_07
ORD IDord-38c08bc298924a1aac793e2baef5b665
Source noteuspto-grants-2013_07