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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242484Generated: October 31, 2026

2-Chloro-4-hydroxybenzaldehyde → 2-[3-Chloro-4-({[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carbonyl]-amino}-methyl)-phenoxy]-2-methyl-propionic acid ethyl ester

https://huagongshe.com/reaction/1242484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-hydroxybenzaldehydeHCID 185363—
Reactant4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acidHCID 21935727—
ReactantEthyl-bromoisobutyrateHCID 22490247—
Reactant2-(4-Aminomethyl-3-chloro-phenoxy)-2-methyl-propionic acid ethyl esterHCID 67072543—
Product2-[3-Chloro-4-({[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carbonyl]-amino}-methyl)-phenoxy]-2-methyl-propionic acid ethyl esterHCID 67072353—

Reaction Steps

In analogy to the procedures described in example 26B] and 26C], 2-(4-aminomethyl-3-chloro-phenoxy)-2-methyl-propionic acid ethyl ester (prepared from 2-chloro-4-hydroxy-benzaldehyde by reaction with ethyl-bromoisobutyrate as described in example 52A] followed by oxim formation and reduction as described in examples 97A] and 97B]) was reacted with 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid (example 53B]) to give 2-[3-chloro-4-({[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carbonyl]-amino}-methyl)-phenoxy]-2-methyl-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-4cdf8dded70844bf82059c1264dc06f4
Source noteuspto-grants-2006_10