Methanol → 3-[2-[[2-(4-Cyclopropylsulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetyl]amino]thiazol-5-yl]oxybenzoic acid

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Reaction Steps

Ethyl3-[2-[[2-(4-cyclopropylsulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetyl]amino]thiazol-5-yl]oxybenzoate (Example A2; 16 g, 27 mmol) was taken in THF (200 mL) and Methanol (100 mL) in a 1 L single necked round bottom flask at 20-25° C. To it was added solution of LiOH (11.44 g in 200 mL water, 272 mmol) slowly under vigorous stirring for 15 minutes and further continued to stir for 16 hours. Completion of reaction was confirmed by TLC. Organic solvent was removed under reduced pressure. The obtained residue was diluted with water (200 mL) and washed with ethyl acetate (2×150 mL). The aqueous layer was acidified with 1N HCl to pH 1-2 and extracted with Ethyl acetate (3×150 mL). The combined organic layer was washed with brine (150 mL) dried over anhydrous sodium sulphate and the solvent was removed under vacuum to get the pure product.

Provenance & Evidence