Lithium Hydroxide → 2-[(4-{2-[({4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}carbonyl)amino]ethyl}phenoxy)methyl]benzoic acid

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Reaction Steps

Lithium hydroxide (4 mg, 0.166 mmol) in water (1 ml) was added into methyl 2-[(4-{2-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}carbonyl)amino]ethyl}-phenoxy)methyl]benzoate (46 mg, 0.083 mmol) dissolved in THF (2 ml). The mixture was then irradiated in a microwave oven (Smith Synthesizer) at 150° C. for 7 minutes and then evaporated to remove THF. The residue was acidified with 1% hydrochloric acid, pH˜4, and extracted with ethyl acetate (×2). The organic extracts were combined and dried with magnesium sulphate and then evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using DCM, then MeOH/DCM (1:99) as eluant gave 38 mg the desired product, yield 85%.

Provenance & Evidence