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Ethyl 6-oxopiperidine-3-carboxylate synthesis

2synthesis methods
-

Yield:146059-76-9 35.2%

Reaction Conditions:

with thionyl chloride at 20;

Steps:

A2-2.3 Step 3:

To a mixture of 6-oxopiperidine-3-carboxylic acid (500 mg, 3.49 mmol, 1.0 eq) in EtOH (3 mL) was added thionyl chloride (5.24 mmol, 0.38 mL, 1.5 eq) dropwise. The mixture was stirred at room temperature overnight. The mixture was concentrated in vacuum to afford the crude product. After washed with EtOAc (2 mL), the solid was collected. The solid was dried in vacuum to afford the desired product (480 mg, 72.2%). LCMS: M+H=172.2, Ref. time=0.514.1H NMR (400 MHz, DMSO) δ 10.28(s, 1H), 4.13-4.07(m, 2H), 3.34-3.23(m, 2H), 2.83-2.77(m, 1H), 2.27-2.12(m, 2H), 2.02-1.95(m, 1H), 1.88-1.79(m, 1H),1.21-1.17(t, J=6.8Hz, J=14Hz, 3H)

References:

WO2022/236272,2022,A2 Location in patent:Paragraph 00469; 00574; 00576