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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260892Generated: October 29, 2026

3-(Bromomethyl)-5-fluorobenzonitrile → 5-Chloro-1-(3-cyano-5-fluorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromide

https://huagongshe.com/reaction/1260892

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Bromomethyl)-5-fluorobenzonitrileHCID 66652629—
Reactant2-Amino-5-chloronicotinamideHCID 66876883—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-1-(3-cyano-5-fluorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromideHCID 6866194220.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

(Step 4) To a solution of 2-amino-5-chloronicotinamide (0.15 g) in N,N-dimethylformamide (3 ml) was added 3-(bromomethyl)-5-fluorobenzonitrile (0.29 g) obtained in Step 3, and the mixture was stirred at 100° C. for 14 hr. The reaction mixture was diluted with ethyl acetate. The precipitate was collected by filtration and washed with ethyl acetate. The obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (69 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470859B2
Source datasetuspto-grants-2013_06
ORD IDord-01a3d5c4c77442b3a321a6b6b846a90b
Source noteuspto-grants-2013_06