Sodium Hydroxide → 2-(4-Methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)pentanoic acid

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Reaction Conditions

Reaction Steps

To a solution of methyl 2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)pentanoate (63 mg; 0.16 mmol) in methanol (1.651 mL) was added a 10 N sodium hydroxide solution (165 μL; 1.651 mmol) and the mixture was heated at 100° C. for 18 h. The volatiles were removed under reduced pressure and the residue was dissolved in water, the mixture was then acidified by adding 6N hydrochloric acid until a precipitate formed. The solid was isolated by filtration and dried under reduced pressure over phosphorus pentoxide to give 47.6 mg (77%) of the title compound as a white solid. ESI/APCI(+): 368 (M+H). ESI/APCI(−): 366. 1H NMR (DMSO-d6) δ 7.29 (4H, m); 3.71 (4H, m); 3.68 (1H, m); 2.35 (3H, s); 2.28 (3H, s); 1.89 (1H, m); 1.60 (2H, m); 1.50 (4H, m); 1.44 (1H, m); 0.89 (2H, m); 0.59 (3H, t).

Provenance & Evidence