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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166276Generated: October 27, 2026

Boron tribromide → Awd 12-281

https://huagongshe.com/reaction/1166276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(3,5-dichloropyridin-4-yl)-2-[1-(4-fluorobenzyl)-5-methoxyindol-3-yl]-2-oxoacetamideHCID 11123551—
SolventDichloromethaneHCID 6344—
ProductAwd 12-281HCID 6918428—

Reaction Steps

1.4 g of N-(3,5-dichloropyridin-4-yl)-2-[1-(4-fluorobenzyl)-5-methoxyindol-3-yl]-2-oxoacetamide (3 mmol) is dissolved in 100 ml of dichloromethane. The solution is heated to reflux and treated with a solution of 14 mmol of BBr3 in 15 ml of dichloromethane with stirring. The reaction mixture is refluxed for 3 hours. After cooling, the solution is intensively stirred for 3 hours at 20° C. with 200 ml of an aqueous sodium hydrogencarbonate solution. The product crystallizes out, it is isolated, dried at 60° C. and recrystallized from 80 ml of ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613794B2
Source datasetuspto-grants-2003_09
ORD IDord-43054fd939cf4ff488100285465bac4e
Source noteuspto-grants-2003_09