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530120-27-5

4-Piperidinecarboxamide,1-acetyl- synthesis

2synthesis methods
-

Yield:530120-27-5 100%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 18 h;Product distribution / selectivity;

Steps:

3

EXAMPLE 3; Synthesis of l-acetylpiperidine-4-isocyanate; To a solution of piperidine-4-carboxamide (6.0 mmol) in CH2Cl2 (30 mL) was addedEt3N (2.5 mL, 18.0 mmol) followed by acetic anhydride (0.7 mL, 7.2 mmol, 1.2 equiv.) at 0-5 0C. The reaction mixture was allowed to warm to room temperature and was stirred at ambient for 18 hours. The precipitated solid was collected by filtration, washed with CH2Cl2 (2 x 25 mL), and dried to afford l-acetylpiperidine-4-carboxamide as a white solid in quantitative yield. LCMS 171 [M+H], 1H NMR (300 MHz, CDCl3) δ: 4.53-4.49 (m,IH), 3.98-3.93 (m, IH), 3.19-3.09 (m, IH), 2.73-2.63 (m, IH), 2.54-2.42 (m, IH), 1.89-1.80 (m, 2H), 1.71-1.47 (m, 2H).

References:

WO2008/94862,2008,A1 Location in patent:Page/Page column 37

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