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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242437Generated: October 29, 2026

3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester → 2-{4-[4-Cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester

https://huagongshe.com/reaction/1242437

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Cyclopropyl-3-Oxopropionic Acid Methyl EsterHCID 10130016—
Reactant4-(Trifluoromethyl)benzamidine HydrochlorideHCID 12535791—
ReactantEthyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoateHCID 16756990—
Reactant5-Chloromethyl-4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidineHCID 21935911—
Product2-{4-[4-Cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl esterHCID 67072254—

Reaction Steps

In analogy to the procedures described in example 101A], 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) was reacted with 5-chloromethyl-4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine (prepared from methyl 3-cyclopropyl-3-oxopropanoate and 4-(trifluoromethyl)benzamidine hydrochloride, in analogy to the procedures described in examples 101C] to 101F]) to give 2-{4-[4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester, which was subsequently saponified in analogy to the procedure described in example 101B] to yield the title compound as off-white crystalls of mp. 185.0–185.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-e448a4c2592f4c77a6bfcd3b1ddc9acd
Source noteuspto-grants-2006_10