HCID 178460016, compound → 1-benzyl-4-(methyl-1,3,4-oxadiazolyl)-4-(N-phenylpropionamido)piperidine

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Reaction Conditions

Reaction Steps

A 100 ml r.b. flask was charged with 1-benzyl-4-(1H-tetrazol-5-yl)-4-(N-phenylpropionamido)piperidinium propionate (6.04 g, 13 mmol) and acetic anhydride (50 ml). The resulting mixture was stirred at 110° C. for 2 hours and concentrated in vacuo. The crude was dissolved in CH2Cl2 (100 ml), washed with 5% Na2CO3 (100 ml), dried over Na2SO4 and concentrated in vacuo. The resulting residue was chromatographed (SiO2, EtOAc/Hex 1:1) to give the product (4.20 g, 10.4 mmol) as a viscous oil: NMR (60 MHz, CDCl3) δ 0.90 (t, 3H, CH3CH2CO), 2.61 (s, 3H, oxadiazolyl CH3), 3.46 (s, 2H, benzyl CH2), 7.33 and 7.52 (2bs, 10H, phenyl H's). ##STR28##

Provenance & Evidence