Triethylamine → 1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one

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Reaction Steps

To a mixture of piperidin-4-one HCl salt (C3) (4.08 g, 30 mmol) and Et3N (20 mL, 78.6 mmol) in EtOH (50 mL) was added 5-chloro-3-methyl-1,2,4-thiadiazole (4.05 g, 30 mmol). The mixture was heated to reflux for 1.5 h and then concentrated to dryness. The residue was dissolved in EtOAc. The solution was washed with water (30 mL×3) and brine (30 mL), dried over Na2SO4, and concentrated to dryness. The residue was recrystallized from ether to give 1-(3-methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one (D1) (510 mg). 1H-NMR (300 MHz, CDCl3) δ 3.86 (t, J=6.3 Hz, 4H), 2.62 (t, J=6.3, Hz, 4H), 2.44 (s, 3H).

Provenance & Evidence