Hydrochloric Acid → 4-[(4E)-3-(4-Carboxybenzyl)-5-(2-{[5-(3-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)pentyl]oxy}-phenyl)pent-4-en-1-yl]benzoic acid

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Reaction Steps

31.5 mg (750 μmol) of lithium hydroxide monohydrate are added to a solution of 47 mg (160 μmol) of methyl 4-[(4E)-3-[4-(methoxycarbonyl)benzyl]-5-(2-{[5-(3-methyl-2-oxotetrahydro-pyrimidin-1(2H)-yl)pentyl]oxy}phenyl)pent-4-en-1-yl]benzoate (Example 35A) in 1.0 ml of THF and 1.0 ml of 1 M aqueous sodium hydroxide solution, and the mixture is stirred at room temperature for 16 h. The mixture is then adjusted to pH 2 using 1 M hydrochloric acid and extracted twice with ethyl acetate. The combined organic phases are dried over sodium sulfate, filtered and concentrated. The residue obtained is purified by preparative HPLC. This gives 4.2 mg (7.0 μmol, 9.4% of theory) of the title compound.

Provenance & Evidence