Preparation and application background and overview of 5-bromo-2-nitropyridine
5-Bromo-2-nitropyridine is an organic intermediate that can be obtained from 2-amino-5-bromopyridine through hydrogen peroxide oxidation. There are reports in the literature that it can be used to prepare intermediates of palbociclib and palbocoxib.
Preparation and application of 5-bromo-2-nitropyridine
To 16 ml of 10% H2O2 in concentrated H2SO4 at 0°C >Add 2.34g of 2-amino-5-bromopyridine dropwise into the solution and stir. Remove the ice bath and allow to warm to room temperature. After stirring at room temperature for 5 hours, the reaction mixture was poured into ice and 1.62 g of the precipitated product 5-bromo-2-nitropyridine was collected by vacuum filtration.
Preparation and application of 5-bromo-2-nitropyridine
Preparation and application of 5-bromo-2-nitropyridine Application 1.
CN201810030281.3 discloses a synthesis method of palbociclib intermediate. A method for synthesizing palbociclib intermediates includes adding 5-bromo-2-nitropyridine and an organic solvent to a reaction kettle, then adding N-Boc-piperazine and a base, then heating up and stirring the reaction, and adding water after the reaction Crystallize, then cool down to crystallize, filter, and wash the filter cake with water; add the above solid to the organic solvent, heat and dissolve until clear, then cool and crystallize, filter, and dry under reduced pressure; add the dry product to the autoclave, and then add Methanol, reducing agent, heating reaction, after the reaction is completed, stir the reaction, filter, wash the filter cake with methanol, collect the filtrate, concentrate under reduced pressure, extract, distill, crystallize, and filter to obtain the product. The invention is an artificial chemical synthesis of a palbociclib intermediate, and provides a cheap industrial production process for the palbociclib intermediate. The process route is simple to operate, the reaction conditions are mild, the reaction process is safe, environmentally friendly, and the raw materials are cheap and easy to obtain. , strong industrial adaptability.
Preparation and application of 5-bromo-2-nitropyridine Application 2.
CN201811108547.8 discloses a synthesis process of an important intermediate of the anti-cancer drug palbocoxib, which belongs to the field of organic synthesis technology. The present invention uses 5-bromo-2-nitropyridine and 1-tert-butoxycarbonylpiperazine as starting materials to obtain 1-tert-butoxycarbonyl-4-(6-nitro-3-pyridyl)piperazine. Then, under the action of hydrazine hydrate, ferric chloride hexahydrate and activated carbon, 1-tert-butoxycarbonyl-4-(6-nitro-3-pyridyl)piperazine is reduced to obtain the anti-cancer drug palboxib The important intermediate 1-tert-butoxycarbonyl-4-(6-amino-3-pyridyl)piperazine. The reaction temperature of the reduction method used in the present invention is 80°C, the reaction time is 14 to 16 hours, and ethanol recrystallization is used. The purity of the synthesized target product is as high as 98%, and the yield is as high as 98%. From this, it can be seen that the product synthesized by the method of the present invention It has high purity, simple post-processing, is suitable for industrial large-scale production, has a very wide range of uses and potential economic benefits of sodium percarbonate.
References
[1] [China invention, China invention authorization] CN01808617.9 p-(sulfonyl)aryl and heteroaryl compounds
[2] CN201810030281.3 A synthesis method of palbociclib intermediate
[3] CN20181110 Synthesis process of tetrahydrofuran 8547.8, an important intermediate of the anti-cancer drug palbocoxib
