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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110259Generated: October 31, 2026

Potassium Iodide → Methyl 4-{[(2-{5-fluoro-2-[(4'-methyl-1,1'-biphenyl-4-yl)methoxy]phenyl}ethyl)(5-methoxy-5-oxopentyl)amino]methyl}benzoate

https://huagongshe.com/reaction/2110259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
Reactant4-(4-Trifluoromethylphenyl)benzylchlorideHCID 11459921—
ReactantMethyl 4-({(5-methoxy-5-oxopentyl)[2-(5-fluoro-2-hydroxyphenyl)ethyl]amino}methyl)benzoateHCID 22015002—
SolventAcetonitrileHCID 6342—
ProductMethyl 4-{[(2-{5-fluoro-2-[(4'-methyl-1,1'-biphenyl-4-yl)methoxy]phenyl}ethyl)(5-methoxy-5-oxopentyl)amino]methyl}benzoateHCID 22015042—

Reaction Steps

447 mg (0.93 mmol) of methyl 4-({(5-methoxy-5-oxopentyl)[2-(5-fluoro-2-hydroxyphenyl)ethyl]amino}methyl)benzoate from Ex. XII and 277 mg (1.02 mmol) of 4-(chloromethyl)-4′-(trifluoromethyl)-1,1′-biphenyl are dissolved in 10 ml of acetonitrile. 455 mg (1.40 mmol) of caesium carbonate and a spatula tip of potassium iodide are added, and the mixture is heated at reflux for 48 hours. The suspension is filtered and concentrated and the residue is chromatographed over silica gel using cyclohexane:ethyl acetate (5:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517896B2
Source datasetuspto-grants-2009_04
ORD IDord-6e8b5704e8354e7ca79ae0a1ae1fd5d7
Source noteuspto-grants-2009_04