The origin of a common compound about 4-Chloro-6-methoxy-2-methylpyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89466-39-7, its application will become more common.

Related Products of 89466-39-7, 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. 89466-39-7, name is 4-Chloro-6-methoxy-2-methylpyrimidine. A new synthetic method of this compound is introduced below.

1,1,1 ,2,2,2-Hexamethyl-distannane (620 mg, 1.892 mmol) and tetrakis(triphenylphosphine)palladium (219 mg, 0.189 mmol)were added to a solution of 4-chloro-6-methoxy-2-methylpyrimidine (300 mg, 1.892 mmol) in 1,4-dioxane (3 mL). The reaction mixture was degassed with nitrogen 3 times and stirred for 1 h at 100C under and atmosphere of nitrogen. The reaction mixture was used in the next step directly without further purification. MS = 285.0/287.0/289.0 (+ESI).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89466-39-7, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; WILSON, Jonathan, E.; MCCRACKEN, Troy; (95 pag.)WO2016/179059; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 4-Chloro-6-methoxy-2-methylpyrimidine

The chemical industry reduces the impact on the environment during synthesis 89466-39-7, I believe this compound will play a more active role in future production and life.

Reference of 89466-39-7, 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.89466-39-7, name is 4-Chloro-6-methoxy-2-methylpyrimidine, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.

General procedure: To a degassed solution of4,6-dichloropyrimidine (200 mg, 1.0 equiv) and arylboronic acid (1.0 equiv) in iPrOH (4 mL) in a 20 mLmicrowave vial was added an aqueous solution of 2M Na2CO3 (2.5 equiv) and Pd(PPh3)4 (5.0 mol%)under an argon atmosphere and the resulting heterogeneous solution was further degassed for 10 min. Thevial was sealed and placed in an oil bath at 83 oC and the reaction mixture was refluxed for 18 h, cooled,diluted with H2O (20 mL) and the whole was extracted with EtOAc (3 X 30 mL). The combined organicextract was washed with brine, dried (Na2SO4), and evaporated under reduced pressure give an oil whichwas purified by gradient column chromatography on silica gel using EtOAc/hexanes as eluent to affordcompounds 9a-j.

The chemical industry reduces the impact on the environment during synthesis 89466-39-7, I believe this compound will play a more active role in future production and life.

Reference:
Article; Gupta, Sahaj; Melanson, Jennifer A.; Selim Hossain; Vaillancourt, Louis; Tanoury, Gerald J.; Nugent, William A.; Snieckus, Victor; Heterocycles; vol. 96; 9; (2018); p. 1549 – 1569;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia