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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438651Generated: October 26, 2026

Potassium Cyanide → 4-tert-Butyl-N-[5-chloro-2-(6-cyano-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-benzenesulfonamide

https://huagongshe.com/reaction/1438651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant4-tert-Butyl-N-[5-chloro-2-(6-fluoro-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-benzenesulfonamideHCID 57942563—
SolventDimethylformamideHCID 6228—
Product4-tert-Butyl-N-[5-chloro-2-(6-cyano-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-benzenesulfonamideHCID 57942404—

Reaction Conditions

Temperature60 °C

Reaction Steps

4-tert-Butyl-N-[5-chloro-2-(6-fluoro-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-benzenesulfonamide (444 mg, 0.899 mmol) was dissolved in DMF (5 mL). KCN (300 mg, 4.6 mmol) was then added and the reaction mixture was heated to 60° C. for 2 hours. Additional KCN (110 mg, 1.7 mmol) was then added and the reaction was stirred for another 2 hours. The solvent was removed under reduced pressure and the resulting brown oil purified by column (1:4 EtOAc/hexanes) to give 172 mg (0.345 mmol, 38% yield). MS calc'd for C24H24ClN4O4S (MH+): 499.1, found 499.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622583B2
Source datasetuspto-grants-2009_11
ORD IDord-9da8d01d8ced4e30b31b9202d4d9bca2
Source noteuspto-grants-2009_11