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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451446Generated: October 31, 2026

Dichloromethane → HCID 67337256, compound

https://huagongshe.com/reaction/451446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 67335821HCID 67335821—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67337256HCID 67337256—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 8-bromo-6-cyclopropyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (300 mg, 1.29 mmol) and 4-chlorophenyl boronic acid (463 mg, 2.96 mmol) in dioxane (15 mL) was added an aqueous solution of Na2CO3 (2 M, 2 mL) and degassed with argon for 5 minutes. PdCl2 (dppf)2.CH2Cl2 (30.34 mg, 0.04 mmol) was added and stirred at 80° C. for 90 minutes. The reaction mixture was cooled to room temperature and water (20 mL) was added. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/hexane as eluent. The title compound was obtained as an off white solid (252 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-96e1b2c8600b40b2a836113ac3595347
Source noteuspto-grants-2013_07