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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835336Generated: November 1, 2026

Sodium Iodide → 2-(3,5-Bis-trifluoromethyl-phenyl)-N-[4-(2-chloro-phenyl)-6-iodo-pyridin-3-yl]-N-methyl-isobutyramide

https://huagongshe.com/reaction/1835336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantHydrogen iodideHCID 24841—
ReactantSodium BicarbonateHCID 516892—
Reactant2-[3,5-bis(trifluoromethyl)phenyl]-N-[6-chloro-4-(2-chlorophenyl)-3-pyridinyl]-N,2-dimethylpropanamideHCID 23502837—
Solvent3-Methyl-2-butanoneHCID 11251—
Solventtert-Butyl methyl etherHCID 15413—
Product2-(3,5-Bis-trifluoromethyl-phenyl)-N-[4-(2-chloro-phenyl)-6-iodo-pyridin-3-yl]-N-methyl-isobutyramideHCID 2350279074.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 250 mg (0.467 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-N-[6-chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-N-methyl-isobutyramide (Example 24), 250 mg (1.64 mmol) sodium iodide and 0.12 ml (0.99 mmol) hydroiodic acid (57% in water) in 5 ml 3-methyl-2-butanone was heated at 80° C. for 5 h in a sealed tube. After cooling to room temperature the mixture was diluted with tert-butyl methyl ether and treated with saturated aqueous sodium bicarbonate solution. The layers were separated, the organic layer washed with water, dried with magnesium sulfate and concentrated. Flash column chromatography gave 218 mg (48%) of the title compound as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770637B2
Source datasetuspto-grants-2004_08
ORD IDord-c5355b8f5d7b41669845b20bd01e1cd2
Source noteuspto-grants-2004_08