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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423070Generated: November 2, 2026

Pyridine → HCID 59272970, compound

https://huagongshe.com/reaction/2423070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Benzyloxy-3-fluorophenylboronic AcidHCID 2737788—
Reactant4-Bromo-6-chloro-1H-indazoleHCID 24728100—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 59272970HCID 5927297053.4%

Reaction Steps

4-Bromo-6-chloro-1H-indazole (413 mg, 1.78 mmol), {3-fluoro-4-[(phenylmethyl)oxy]phenyl}boronic acid (876 mg, 3.56 mmol), copper (II) acetate (483 mg, 2.67 mmol) and pyridine (0.29 mL, 3.56 mmol) in DCM (30 mL) were stirred in the presence of molecular sieves (4A, 790 mg) in air. After 40 hours the mixture was filtered through a pad of celite and concentrated to afford 1.24 g of crude material. This was purified by flash chromatography (Biotage SP4, 40+M silica column) with a gradient of Et2O (0 to 30%) in hexane to afford 410 mg of desired compound (D10) containing a small amount of the N2-aryl regioisomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-a4fe70795e33437e8a800789a74770f8
Source noteuspto-grants-2011_06