A new synthetic route of 571188-59-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, molecular formula is C14H22N4O2, molecular weight is 278.35, as common compound, the synthetic route is as follows.Application In Synthesis of tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

To the three-necked flask added tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate (30.62 g, 110 mmol), 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (29.28 g, 100 mmol), sodium tert-butoxide (14.42 g, 150 mmol) and dimethylacetamide (293 mL), stirred evenly, cooled to 0 ~ 5 C vacuum switching nitrogen protection, BrettPhos Pd G3 (418 mg, 0.5 mmol) was added, and after the addition was completed, the temperature was raised to 105 to 110 C for 6 to 8 hours. After end of the reaction was cooled to room temperature, a saturated aqueous ammonium chloride solution (293 mL) was added to quench the reaction. The aqueous phase was extracted 3 times with ethyl acetate (146 mL). The organic phase was washed once with saturated brine (146 mL). dry over sodium sulfate, filter through celite, concentrate and add ethanol and petroleum ether. slurry, filter to separate the solid, drying in vacuo to give the compound tert-butyl 4-(6-((7-cyclopentyl-6-(dimethylaminoformyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate (41.17 g, 77%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Yu Wei; Zhang Yiping; (21 pag.)CN108586356; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem