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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423088Generated: November 3, 2026

Pyridine → HCID 59272963, compound

https://huagongshe.com/reaction/2423088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(4-Methoxy-3-methylphenyl)boronic acidHCID 2773487—
Reactant4-(Benzyloxy)-1h-indazoleHCID 23134473—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 59272963HCID 5927296373.2%

Reaction Steps

The 4-[(phenylmethyl)oxy]-1H-indazole (D1) (500 mg, 2.23 mmol), the [3-methyl-4-(methyloxy)phenyl]boronic acid (740 mg, 4.46 mmol), copper (II) acetate (608 mg, 3.345 mmol), pyridine (0.36 mL, 4.46 mmol) and powdered molecular sieves (400 mg) in DCM (75 mL) were stirred at room temperature in the presence of air. After 41 hours the mixture was filtered through a pad of celite and washed with water. The aqueous was re-extracted with DCM and the combined organics were washed with brine and dried over MgSO4. The crude (1.17 g) was purified by flash chromatography (Biotage SP4) with a gradient of EtOAc 0 to 30% in hexane to afford 562 mg of title compound (D34) containing an impurity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-b8ee353eb79644909b2c04d1dab6407c
Source noteuspto-grants-2011_06