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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242316Generated: October 30, 2026

Sodium Iodide → (4-{[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-amino}-2-methyl-phenoxy)-acetic acid methyl ester

https://huagongshe.com/reaction/1242316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloromethyl-4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidineHCID 21935960—
ReactantMethyl [2-methyl-4-(methylamino)phenoxy]acetateHCID 45097147—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
Product(4-{[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-amino}-2-methyl-phenoxy)-acetic acid methyl esterHCID 6707222464.8%

Reaction Steps

To a solution of 400 mg (1.28 mmol) 5-chloromethyl-4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 27F]) and 268 mg (1.28 mmol) of (2-methyl-4-methylamino-phenoxy)-acetic acid methyl ester (example 5F]) in 8 ml of DMSO was added 194 mg (1.41 mmol) potasium carbonate and 192 mg (1.28 mmol) sodium iodide. The reaction mixture was stirred for 20 min at RT. It was then taken up in ether and washed with aqueous 10% KHSO4-solution (10%) and water. The crude product was purified by chromatography over silica gel with AcOEt/heptane 1:3, to give 403 mg of pure (4-{[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-amino}-2-methyl-phenoxy)-acetic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-a952df8a08c5490fafe1b7cc63321075
Source noteuspto-grants-2006_10