Synthetic Route of 10244-24-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine. A new synthetic method of this compound is introduced below.
A reactor was charged with N-(5-bromo-4-(trifl uoromethyl)pyrid in-2-yl )acetamide (1 .405 m mol)and tetrahydrofuran (2 mL). The mixture was sitrred for 10 minutes. The mixture was cooled to0 C within 30 minutes. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (ml, 1.405mmol) was continuously added within a time period of 1 hour at 0 C. An additional 1.5 equivalents of isopropylmagnesiumcloride lithium chloride 1 .3M in THF (4.788 ml, 2.107 mmol) was continuously added within a time period of 1 .5 hours at 0 C. The product was the dianion of N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)acetamide, as determined by HPLC and LCMS.The compound 4,4?-(6-chloropyrimidine-2,4-diyl)dimorpholine (0.40g, 1.405 mmol), 1,1?- Bis(diphenylphosphino)ferrocene (0.040g, 0.070 mmol) and Palladium acetate (0.016g, 0.070 mmol) and 2 mL of tetrahydrofuran were placed in an inertized reactor. The reactor is evacuated to 100 mbar and flushed with nitrogen two times. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (1.405 mmol) was added at 30 C followed by an equivalent amount of the dianion of N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)acetamide (1.405 mmol) and 1- iodoadamantane (0.41 3g, 1 .405 mmol). The suspension was stirred for 0.5 hours. The product was N-(5-(2,6-dimorpholinopyrimidin-4-yl)-4-(trifluoromethyl)pyridin-2-yl)acetamide as determined by HPLC and LCMS.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; FLUBACHER, Dietmar; BIERI, Nicole; ACEMOGLU, Murat; MICHEL, Pascal; MOSE, Rasmus; STETTLER, Hans; TESTA, Maria Caterina; BROZIO, Joerg; SCHAEFER, Frank; WO2014/64058; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia