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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242357Generated: October 31, 2026

N,N,N',N'-Tetramethylazodicarboxamide → 2-Methyl-2-(2-methyl-4-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy]-phenoxy)-propionic acid ethyl ester

https://huagongshe.com/reaction/1242357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoateHCID 16756990—
Reactant2-[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethanolHCID 21935831—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-2-(2-methyl-4-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy]-phenoxy)-propionic acid ethyl esterHCID 67072495—

Reaction Steps

0.181 g (0.642 mmol) of the above prepared 2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethanol and 0.153 g (0.642 mmol) of 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) were dissolved in 8 ml of abs. THF and treated successively at 0° C. with 0.156 g (0.771 mmol) of tributylphosphine and 0.133 g (0.770 mmol) of N,N,N′,N′-tetramethylazodicarboxamide. The cooling bath was then removed and stirring continued for one night. Filtration over a pad of Celite, evaporation of the solvent, followed by flash chromatography (SiO2, hexane/AcOEt=85/15), delivered 0.070 g of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-2d42e3703b4040aa916bae3ffbcec942
Source noteuspto-grants-2006_10