Ethyl chloroformate → 2-Carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

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Reaction Steps

5.0 g (18.6 mmol) of 2-amino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine in 50 ml of toluene were mixed with 3.0 g (28 mmol) of ethyl chloroformate and 2.6 g (18.6 mmol) of finely powdered potassium carbonate and refluxed for 2 h. The reaction mixture was then taken up in ice/water, the toluene phase was separated off, and the aqueous phase was back-extracted with toluene. The combined organic phases were dried and then concentrated. 5.8 g (92%) of product were isolated as an oil which slowly crystallizes somewhat.

Provenance & Evidence