The origin of a common compound about 88474-31-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88474-31-1, 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, 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.88474-31-1, name is 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, molecular formula is C6H8ClN3O, molecular weight is 173.6, as common compound, the synthetic route is as follows.Quality Control of 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine

Example 3: coupling of 5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine and Nacetylimidazolidinone in the presence of an excess amount of acid catalyst and Na2CO3 as a base – scale up alternative.5-am ino-4-methoxy-6-chloro-2-methyl-pyrim idine (20.Ograms, 11 5mmol) and Nacetylimidazolidinone (14.7 grams, ll5mmol) were dissolved in anhydrous DMSO and anhydrous sodium carbonate (37.5 grams, 354mmo1, 3.0 equivalents) was added. The reaction flask was cooled in ice-salt-acetone mixture and POCI3 was added dropwise in 2.5 hour keeping temperature be?ow 5C. After the addition the ice bath was removedand the flask was stirred at 58-60C under nitrogen for 2 days. A small sample was taken and analysed by HPLC. There was no starting material and the product was formed. Workup: The reaction mixture was quenched by slowly pouring in crushed ice. The product precipitated and the product was filtered and dried under vacuum. Without any further purification the product was used in the next step to generate crude moxonidine. Yield: 31.7 grams (82.9%). Mass spec.: 283 (m+) 5 grams of the product obtained in example 3 was taken in 20m1 isopropanol andisopropyl alcohol-HCI (lOmI) was added. The resulting mixture was stirred at ambient temperature for 8 hours. The hydrochloride salt was precipitated and was then filtered and dried. The salt was dissolved in water and basified to pH 9.0. The product was extracted in ethyl acetate. Organic layer containing product was washed by water, brine solution and dried over anhydrous Na2SO4. Sodium sulfate was filtered off thesolvent was distilled out to get the crude 4-Chloro-6-methoxy-2-methyl-5-(2-imidazolin-2-yl)aminopyrimidine (free base). Yield: 2.6 grams (72%). Mass spec.: 242 (m+) (see spectra of Fig. ito 3). NMR: see Fig. 4 for 13C NMR spectrum and Fig. 5-6 for 1H NMR spectra.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88474-31-1, 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT HEALTHCARE PRODUCTS BV; ABBOTT LABORATORIES; ACQUASALIENTE, Maurizio; LAGERWEIJ, Gert; DESHPANDE, Mahendra; SHAH, Rajendra; WO2015/11010; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia