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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587109Generated: October 30, 2026

N-bromobutanimide → 5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

https://huagongshe.com/reaction/587109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-(1-(2,6-Dichloro-3-fluorophenyl)ethoxy)pyridin-2-amineHCID 21111396—
SolventAcetonitrile methylene chlorideHCID 21877088—
Product5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amineHCID 2111147882.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridine-2-amine (7.49 g, 24.87 mmol) in CH3CN/DCM (100/30 mL) was added NBS (4.43 g, 24.87 mmol) in portions at 0° C. The reaction solution was stirred at 0° C. for 10 min. The precipitate was removed by filtration. The black filtrate was concentrated to give a black residue which was purified by CombiFlash (80 g silica gel column, EtOAc/Hexane) to afford 5-bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine (7.8 g, 82%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226923B2
Source datasetuspto-grants-2016_01
ORD IDord-21ff33de154f4f3c9b01e23b0c8d723c
Source noteuspto-grants-2016_01