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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044796Generated: October 26, 2026

Nitrogen → 6-Bromo-5-fluoropyridin-3-amine

https://huagongshe.com/reaction/1044796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantN-bromobutanimideHCID 67184—
Reactant5-Fluoro-3-pyridinamineHCID 574450—
SolventDimethylformamideHCID 6228—
Product6-Bromo-5-fluoropyridin-3-amineHCID 71741382—

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 3-amino-5-fluoropyridine (900 mg, 8.03 mmol) in dry DMF (13 mL) was treated at 0° C. with N-bromo-succinimide (1.43 g, 8.03 mmol). The reaction mixture was stirred at rt until completion of the reaction. The mixture was then partitioned between Et2O and water. The layers were separated and the org. layer successively washed with water, sat. aq. NaHCO3 and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by FC (hept-EA 9:1 to 1:1) and the title compound obtained as an orange solid. LC-MS-conditions 07: tR=0.52 min; [M+H]+=191.30.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563714B2
Source datasetuspto-grants-2013_10
ORD IDord-39b1c6ab9b8546eeb0c811a4edf087e7
Source noteuspto-grants-2013_10