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. 176244-21-6, name is 5,6-Difluoro-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below., name: 5,6-Difluoro-1H-benzo[d]imidazol-2(3H)-one
Example 2; Synthesis of 1 -(4-amino-6-methyl- 1 ,3 ,5 -triazin-2-yl)-5 ,6-difluoro-N-( 1 H-pyrazol-5 -yl)- 1 H- benzo[d]imidazol-2-amine; Step l; A sealable vial was charged with l,2-diamino-4,5-difluorobenzene (66.4 mg, 461 mumol), THF (1 rnL), then l,l’-carbonyldimidazole (CDI) (112 mg, 691 mumol). The resulting reaction mixture was maintained at rt for 18 h. The solution was absorbed onto a 5 g silica loading cartridge and passed through a Redi-Sep pre-packed silica gel column (12 g) using a gradient of 1% MeOH in CH2Cl2 to 10% MeOH in CH2Cl2 to afford 5,6-difluoro-lH- benzo[d]imidazol-2(3H)-one as a colorless solid, which was contaminated with CDI biproducts. The solid was transferred to a vial and phosphorus oxychloride (1.265 mL, 13.82 mmol) was added. The reaction mixture was stirred and heated at 90 0C for 18 h and then concentrated for purification by MPLC (Teledine Isco combiFlash Companion). The crude residue was taken up in minimal CH2Cl2 and absorbed onto a 5 g silica loading cartridge and passed through a Redi-Sep pre-packed silica gel column (12 g) using a gradient of 2% EtOAc in hexanes to 90% EtOAc in hexanes to afford 2-chloro-5,6-difluoro-lH- benzo[d]imidazole (49.0 mg, 56.4% yield) as a colorless solid.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; AMGEN INC.; BOEZIO, Alessandro; CHENG, Alan, C.; COATS, James, R.; COPELAND, Katrina, W.; GRACEFFA, Russell; HARMANGE, Jean-Christophe; HUANG, Hongbing; LA, Daniel; OLIVIERI, Philip, R.; PETERSON, Emily, A.; SCHENKEL, Laurie; WO2010/96314; (2010); A1;,
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