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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527946Generated: October 25, 2026

Potassium Cyanide → [7-Fluoro-2-(methyloxy)-8-quinolinyl]acetonitrile

https://huagongshe.com/reaction/527946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant8-(Bromomethyl)-7-fluoro-2-(methyloxy)quinolineHCID 66737650—
SolventDimethylformamideHCID 6228—
Product[7-Fluoro-2-(methyloxy)-8-quinolinyl]acetonitrileHCID 67130956100.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 8-bromomethyl-7-fluoro-2-methoxy-quinoline (20.0 g, 74 mmol; prepared as in WO 2007/081597) in DMF (530 mL) was added KCN (22.1 g, 339 mmol) and the mixture was stirred at 70° C. overnight. The mixture was concentrated, water and EA were added and the aq. layer was extracted with EA. The combined org layers were washed with brine, dried over MgSO4 and concentrated to afford the title intermediate as a beige solid (16.13 g, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346804B2
Source datasetuspto-grants-2016_05
ORD IDord-cd50df7b1f074bb7abb3cb0bb227f483
Source noteuspto-grants-2016_05