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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308336Generated: November 2, 2026

Boron tribromide → N-(5-chloro(2-pyridyl)){6-[(4-cyanophenyl)-carbonylamino]3-hydroxyphenyl}carboxamide

https://huagongshe.com/reaction/2308336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantN-(5-chloropyridin-2-yl)-2-(4-cyanobenzamido)-5-methoxybenzamideHCID 22596384—
SolventDichloromethaneHCID 6344—
ProductN-(5-chloro(2-pyridyl)){6-[(4-cyanophenyl)-carbonylamino]3-hydroxyphenyl}carboxamideHCID 2259636790%

Reaction Steps

To a suspension of compound N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)-carbonylamino]-5-methoxyphenyl}carboxamide (500 mg, 1.2 mmol) in DCM (100 mL) at −78° C. was added BBr3 (2 mL). The mixture was stirred at ambient temperatures for 72 hours. The solid was collected by filtration and was washed by DCM and water, dried under vacuum. The filtrate was concentrated and extracted with EtOAc. The organic extract was washed with brine, dried and evaporated. The resulting solid was combined with the solid obtained from filtration to give the title compound. Total yield is 90% (430 mg). MS found for C20H13ClN4O3 (M+H)+: 393.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835739B2
Source datasetuspto-grants-2004_12
ORD IDord-2b35d24615b24de38ead35b54d983dc6
Source noteuspto-grants-2004_12