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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028452Generated: November 1, 2026

Water → HCID 66862833, compound

https://huagongshe.com/reaction/1028452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Chloro-4-(trifluoromethyl)pyridineHCID 144958—
Reactant2-Chlorophenylboronic acidHCID 2734322—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66862833HCID 6686283389.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-chloro-4-(trifluoromethyl)pyridine (4 g, 22.0 mmol), 2-chlorophenylboronic acid (5.04 g, 24.2 mmol), Ba(OH)2 (12.5 g, 66.1 mmol) and Pd(PPh2)2Cl2 (464 mg, 0.66 mmol) in DME (140 mL)/water (35 mL) was heated at 110° C. for 1 h. The solids were filtered off and the mother liquor were concentrated to around 80 mL and extracted with EtOAc. The organic layer was washed with brine, then water, dried (MgSO4), filtered and concentrated. Purification by column chromatography (1/1 Petroleum ether/EtOAc) gave the Suzuki adduct (5.05 g, 89%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735593B2
Source datasetuspto-grants-2014_05
ORD IDord-f3e55ccdd44e42bc8d88e3c25e5e0a01
Source noteuspto-grants-2014_05