Analyzing the synthesis route of 18368-71-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-71-3, 4-Methyl-2-nitropyridine, 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.18368-71-3, name is 4-Methyl-2-nitropyridine, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.COA of Formula: C6H6N2O2

Method 31; 3-Nitroisonicotinaldehyde 4-Methyl-nitropyridine (1.43g, 10.36mmol) was dissolved in dry DMF (5mL) and dimethylformamide dimethyl acetal (2. 0g, 16. 8mmol) was added. The mixture was heated under nitrogen at 140C for 2 hours and then evaporated under reduced pressure to give (E)- N, dimethyl-2-(3-nitropyridin-4-yl)ethyleneamine as a dark red solid. This was added in one portion at ambient temperature to a stirred solution of sodium periodate (6. 61g, 31mmol) in THF/ 1 1:1 (100mL). After stirring for 2hr at ambient temperature the reaction mixture was filtered and the solid washed with ethyl acetate (100mL). The washings were combined with the filtrate and organic layer separated. The aqueous was extracted with ethyl acetate (2 x lOOmL) and the combined organic layers were washed with saturated aqueous sodium bicarbonate (lOOmL) and brine (lOOmL), dried (MgS04) and evaporated under reduced pressure to give a brown solid which was purified by column chromatography (DCM) to give the title compound. (960mg, 61%). 1HNMR 7. 8 (d, 1H) ; 9. 15 (d, 1H) ; 9. 4 (s, 1H) ; 10. 4 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-71-3, 4-Methyl-2-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/74532; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem