Method for preparing 5-(alpha-cyclopropyl carbonyl-2-fluorobenzyl)-2-oxo-2,4,5,6,7,7a-hexahydrothiophene [3,2-c] pyridine

Abstract

The invention discloses a new synthesis route of 5-(alpha-cyclopropyl carbonyl-2-fluorobenzyl)-2-oxo-2, 4, 5, 6, 7, 7a-hexahydrothiophene [3, 2-c] pyridine, which only needs to one step to convert prior 2-methoxy-5-(alpha-cyclopropyl carbonyl-2-fluorobenzyl)-4, 5, 6, 7-tetrahydrothiophene [3, 2-c] pyridine hydrochloride to target compound, with mild reaction conditions, non low temperature demand, non explosive material, high yield, low cost and high efficiency. The invention is suitable for large-scale industrial production.

Description

Technical field The present invention relates to the preparation of 5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine Method technical field. Background technique Thrombosis can cause ischemia and infarction of major organs, as well as edema and venous insufficiency, which can cause various dysfunctions. The representative antithrombotic drugs currently used in clinical practice are clopidogrel, aspirin, and axinumab. Clopidogrel is stronger than aspirin and has less side effects. It is clinically used to treat atherosclerotic diseases, acute coronary syndromes, and prevent in-stent restenosis and thrombotic complications after coronary stent implantation. Prasugrel is a tetrahydrothienopyridine compound similar to clopidogrel. The clinical phase III shows better activity, tolerability and safety than clopidogrel, and is expected to become a good antithrombotic drug. An important intermediate for the preparation of prasugrel, 5-(α-cyc...

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Problems solved by technology

The reaction conditions are very harsh, requiring a low temperature of -40°C. At the same time, n-butyllithium is flammable and explosive, which will bring danger to large-scale production.

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