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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514733Generated: October 30, 2026

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

https://huagongshe.com/reaction/514733

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 numberUS09108922B2
Source datasetuspto-grants-2015_08
ORD IDord-459c7bb1e1b64d9fb235c56883919cac
Source noteuspto-grants-2015_08