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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242497Generated: October 25, 2026

Methyl 3-Hydroxyphenylacetate → 2-Methyl-2-(3-{[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylcarbamoyl]-methyl}-phenoxy)-propionic acid tert-butyl ester

https://huagongshe.com/reaction/1242497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-HydroxyphenylacetateHCID 39129—
Reactanttert-Butyl 2-bromo-2-methylpropionateHCID 90290—
Reactant3-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic AcidHCID 18766414—
Reactant2-Methyl-6-(4-(trifluoromethyl)phenyl)pyridin-3-amineHCID 21935832—
Product2-Methyl-2-(3-{[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylcarbamoyl]-methyl}-phenoxy)-propionic acid tert-butyl esterHCID 67072142—

Reaction Steps

In analogy to the procedures described in example 26B] and 124C], 2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylamine (example 125C]) was reacted with 2-(3-carboxymethyl-phenoxy)-2-methyl-propionic acid tert-butyl ester (prepared from (3-hydroxy-phenyl)-acetic acid methyl ester and tert-butyl alpha-bromoisobutyrate, in analogy to the procedure described in example 52A], followed by saponification in analogy the procedure described in example 124A]) to give 2-methyl-2-(3-{[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylcarbamoyl]-methyl}-phenoxy)-propionic acid tert-butyl ester, which was subsequently cleaved with trifluoroacetic acid to yield the title compound as light yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-11bb8b44725045a4b42af22100163a60
Source noteuspto-grants-2006_10