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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201432Generated: October 29, 2026

Triethylamine → 3-Chloro-4-(6-hydroxyquinolin-2-yl)benzonitrile

https://huagongshe.com/reaction/2201432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant3-Chloro-4-(6-hydroxyquinolin-2-yl)benzamideHCID 66980083—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-Chloro-4-(6-hydroxyquinolin-2-yl)benzonitrileHCID 6698011967%

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of crude 3-chloro-4-(6-hydroxyquinolin-2-yl)benzamide (360 mg), TFAA (505 mg, 2.40 mmol) and Et3N (364 mg, 3.62 mmol) in DCM (20 mL) was stirred at 30° C. overnight. The resulting mixture was suspended in water (50 mL) and extracted with EtOAc (50 mL×3). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc=10/1) to give the product (250 mg, 3-step yield 67%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364481B2
Source datasetuspto-grants-2016_06
ORD IDord-2063b82088ad487baf24afbcc474b8da
Source noteuspto-grants-2016_06