Octahydro-1H-pyrrolo[2, 3-c]pyridine derivative, octahydro-1H-pyrrolo[3, 2-c]pyridine derivative and preparation methods thereof

Abstract

The invention provides an octahydro-1H-pyrrolo[2, 3-c]pyridine derivative shown as formula (I), an octahydro-1H-pyrrolo[3, 2-c]pyridine derivative shown as formula (II) and preparation methods thereof. Specifically, R1 is hydrogen, alkyl of C1-C9, benzyl, or R4C(O)-, R4 is alkyl of C1-C9, R5O-, aryl, benzyl or substituted benzyl, R5 is alkyl of C1-C9, aryl, benzyl or substituted benzyl; R2 is hydrogen, alkyl of C1-C9, benzyl or R6C(O)-, R6 is alkyl of C1-C9, R7O-, aryl, benzyl or substituted benzyl, R7 is alkyl of C1-C9, aryl, benzyl or substituted benzyl, R3 is COOR8, and R8 is hydrogen, alkyl of C1-C9, benzyl or substituted benzyl. The preparation method is novel, and especially realizes the efficient conversion process from the cyano group to a pyrrolidine structure in one step. The raw materials and ragenets are easily available and cheap, the reaction conditions are mild, the operation is simple, and the generated octahydro-1H-pyrrolo[2, 3-c]pyridine derivative and the octahydro-1H-pyrrolo[3, 2-c]pyridine derivative, especially derivatives with carboxyl or ester, can be used as an important intermediate of new drug research and development due to a rigid-cyclo structure of a trifunctional group. (formula (I) and formula (II)).

Description

technical field

[0001] The invention relates to the field of chemical technology, in particular to octahydro-1H-pyrrolo[2,3-c]pyridine derivatives and octahydro-1H-pyrrolo[3,2-c]pyridine derivatives and preparation methods thereof. Background technique

[0002] Heterocyclic compounds are by far the largest classical branch of organic chemicals and play an extremely important role in the fields of biopharmaceuticals and chemical industry. In particular, nitrogen-containing heterocyclic compounds have a wide range of biological activities and occupy an extremely important position in various fields such as medicine, pesticides and life sciences. The synthesis of these compounds has always been a research hotspot in the field of organic synthesis.

[0003] In addition to its inherent ability to bind to the target, the nitrogen-containing heterocyclic compound is the potential active center of these drugs, and has biological activity. It is also reflected in the ability of the s...

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