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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393074Generated: November 2, 2026

Lithium Hydroxide → (2-Methyl-4-{methyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenoxy)-acetic acid

https://huagongshe.com/reaction/1393074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantPotassium bisulfateHCID 516920—
Reactant(2-Methyl-4-{methyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenoxy)-acetic acid ethyl esterHCID 69217871—
SolventTetrahydrofuran ethanolHCID 21873804—
Product(2-Methyl-4-{methyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenoxy)-acetic acidHCID 1146509282.2%

Reaction Steps

A solution of crude (2-methyl-4-{methyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenoxy)-acetic acid ethyl ester (0.84 g containing 0.74 g, 1.54 mmol) in THF/EtOH (9.2 ml, 1:1) were treated at 0° C. with 1M LiOH (4.6 ml, 4.6 mmol) for 2 min. After 2 h at RT, the solution was acidified by adding aqueous 10% KHSO4, and the mixture was extracted with Et2O (3×). The organic phase was washed with aqueous 10% NaCl, dried over Na2SO4 and evaporated. Crystallization (CH2Cl2/Et2O) gave 0.57 g (82%) (2-methyl-4-{methyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenoxy)-acetic acid as light yellow powder, MS: 449 (M-H)−, MP: 146-149° C., dec.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345067B2
Source datasetuspto-grants-2008_03
ORD IDord-426a9e11d1ea494da3b68d746ba5357e
Source noteuspto-grants-2008_03