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61009-77-6

Ethyl 5,6,7,8-tetrahydro-1-indolizinecarboxylate synthesis

2synthesis methods
-

Yield:61009-77-6 17%

Reaction Conditions:

with acetic anhydride at 120; for 2 h;Inert atmosphere;

Steps:

489.2 Step 2. Synthesis of ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate (489b)

To a solution of intermediate 489a (7.1 g, 45 mmol) in acetic anhydride (70 mL) was added ethyl propiolate (5.88 g, 60 mmol).
The resulting mixture was stirred at 120° C. for 2 h under N2. MS showed the desired product, and the reaction was concentrated in vacuo.
The residue was purified by column chromatography (EtOAc/petroleum ether: 0-10%) to obtain the title compound (1.5 g, 17%) as white solid. MS (ESI): mass calcd. for C11H15NO2 193.11, m/z found 194.1[M+H]+.

References:

US2019/375708,2019,A1 Location in patent:Paragraph 0376; 0378