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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12140Generated: October 29, 2026

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

https://huagongshe.com/reaction/12140

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 numberUS07727982B2
Source datasetuspto-grants-2010_06
ORD IDord-0cea701aedfa45818392ccfd94d67ffe
Source noteuspto-grants-2010_06