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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516138Generated: October 29, 2026

Chloroform → HCID 178489940, compound

https://huagongshe.com/reaction/516138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTriethylamineHCID 8471—
Reactant1-Ethynyl-3,5-dimethoxybenzeneHCID 4661321—
ReactantHCID 178508725HCID 178508725—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178489940HCID 17848994020.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

PdCl2(dppf)CH2Cl2 (163 mg) was added to a mixture of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (520 mg) synthesized by the method disclosed in WO 2007/126841, 1-ethynyl-3,5-dimethoxybenzene (504 mg), copper (I) iodide (57.3 mg), and triethylamine (0.56 ml) in DMF (10 ml). After nitrogen purging, the resulting mixture was stirred at 90° C. for 6 hours. Chloroform and water were added to the reaction mixture to separate the organic layer. After being washed with a saturated sodium chloride solution, the organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled off under reduced pressure. The resulting residue was purified by basic silica gel column chromatography (developing solvent: chloroform/methanol) to obtain the title compound as a dark-brown solid (120 mg). Physical properties: m/z [M+H]+ 296.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108973B2
Source datasetuspto-grants-2015_08
ORD IDord-8ead94e28d294fa0a4274beef02de758
Source noteuspto-grants-2015_08