Synthetic method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine

Abstract

The invention provides a synthetic method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine. 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine is dissolved in tetrahydrofuran, N-bromsucciniamide is added at theroom temperature, and stirring is conducted for 1-2 h; filtering, washing and ethanol recrystallization are conducted to obtain the pure 5-bromo-2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine is obtained; the pure 5-bromo-2,4-dichloro -7H-pyrrolo[2,3-d]pyrimidine, zinc powder and acetic acid are mixed, a heating reflux reaction is conducted, filtering is conducted, ethyl alcohol is removed by steaming,dissolving is conducted through an organic solvent, washing is conducted through a saturated sodium bicarbonate aqueous solution, washing is conducted through saturated salt, drying is conducted, drying by distillation is conducted, and a coarse product is obtained; and a pure product is obtained from the coarse product through ethane recrystallization. According to the synthetic method of the 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine, commercially-available raw materials are subjected to bromination and reduction reaction to generate the pure product; the raw materials are supplied commercially in large amount, are cheap and easy to obtain, auxiliary materials can be recycled and reused, the cost is obviously lowered, meanwhile pollution of toxic substances to the environment in the production process is avoided, and the safety in the operation process is improved; and the yield is greatly increased, the time is effectively shortened, operation is easy, and the post-processing process is simplified.

Description

technical field [0001] The invention belongs to the field of pharmaceutical intermediates, and specifically relates to a synthesis method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine. Background technique [0002] Pyrimidine ring is one of the most common heterocycles in drugs and natural products. Pyrimidine heterocyclic compounds, as intermediates in the synthesis of such drugs, have important applications in the field of medicine, and are widely used in the research and development and clinical practice of anti-cancer drugs, anti-AIDS drugs, etc. The existing synthetic methods of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine have the disadvantages of long synthetic route, low yield, high toxicity of raw materials and environmental pollution. [0003] Therefore, it is a difficult problem that those skilled in the art urgently need to solve to develop a synthetic route segment, high yield and high safety synthetic method aiming at the above problems. Contents of the in...

AI Technical Summary

Problems solved by technology

The existing synthetic method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine has the disadvantages of long synthetic route, low yield, high toxicity of raw materials and environmental pollution