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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923026Generated: October 31, 2026

4-Cyanobenzoic acid → HCID 178513318, compound

https://huagongshe.com/reaction/923026

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanobenzoic acidHCID 12087—
ReactantDiisopropylethylamineHCID 81531—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant4-Chloro-3-(pyridin-2-yl)anilineHCID 40151925—
ReactantN-(4-chloro-3-(pyridin-2-yl)phenyl)-4-cyanobenzamideHCID 66877347—
SolventEthanolHCID 702—
ProductHCID 178513318HCID 178513318—

Reaction Conditions

Temperature60 °C

Reaction Steps

240 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 207 mg of 4-cyanobenzoic acid via Procedure G. To 445 mg of N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-cyanobenzamide and 2.5 mL of DIPEA in 10 mL of EtOH was added 793 mg Hydroxylamine Hydrochloride and heated to 60° C. until reaction was complete. The solvent was subsequently evaporated, extracted twice with water in Ethyl Acetate, dried with Magnesium Sulfate, filtered and concentrated. The crude product was purified by reverse phase HPLC to give pure N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(N-hydroxycarbamimidoyl)benzamide. MS (Q1) 367.4 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278961B2
Source datasetuspto-grants-2016_03
ORD IDord-9b7616fb617e4d858016a596455dcb09
Source noteuspto-grants-2016_03