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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846125Generated: October 26, 2026

3-Chloro-5-fluoroaniline → N-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoroethoxy)-5-nitro-nicotinamide

https://huagongshe.com/reaction/1846125

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-5-fluoroanilineHCID 2734838—
Reactant4,6-Dibromo-2,3-bis(methylsulfanyl)-1H-indoleHCID 14185853—
Reactant2-(2,2-Difluoroethyl)oxy-5-nitro-nicotinic acid chlorideHCID 58483419—
SolventDichloromethaneHCID 6344—
ProductN-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoroethoxy)-5-nitro-nicotinamideHCID 58483304—

Reaction Steps

Prepared analogously to example 6c with 2-(2,2-difluoro-ethoxy)-5-nitro-nicotinic acid chloride (prepared analogously to 6b) (179 mg; 0.67 mmol); 3-chloro-5-fluoroaniline (98 mg; 0.67 mmol) and TEA (112 μL; 0.81 mmol) in 5 mL DCM. Yield: 230 mg (91%); MS: [m+H]+=376 (Cl isotope pattern); HPLC: Rt=2.35 min (Method MC-6)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08951999B2
Source datasetuspto-grants-2015_02
ORD IDord-74b038ca8b8e4d5aa60bd40f58ab07ea
Source noteuspto-grants-2015_02