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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855294Generated: October 31, 2026

Phosphorus oxychloride → HCID 86640732, compound

https://huagongshe.com/reaction/1855294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-(4-Bromo-2-(diethylcarbamoyl)phenoxy)-2-fluoropyridine 1-oxideHCID 66728137—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 86640732HCID 86640732—

Reaction Steps

To a solution of 3-(4-bromo-2-(diethylcarbamoyl)phenoxy)-2-fluoropyridine 1-oxide (420 mg, 1.096 mmol) in 15 mL of DCM was added dropwise phosphorus oxychloride (301 μl, 3.29 mmol) followed by 2 drops of DMF. After stirring at rt for 1 h, the reaction was quenched with sat. NaHCO3, extracted into EtOAc, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by column chromatography (DCM to DCM/EtOAc gradient beginning from 10:1 to 5:1 to 3:1) gave 5-bromo-2-(6-chloro-2-fluoropyridin-3-yloxy)-N,N-diethylbenzamide as a colorless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962859B2
Source datasetuspto-grants-2015_02
ORD IDord-9fa256e6e4524706a085e99539921bc6
Source noteuspto-grants-2015_02