Synthetic Route of 53484-17-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 53484-17-6 name is 1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a stirred solution acid compound 172 (6.7 g, 38.06 mmol) and N,O- dimethylhydroxylamine (5.57 g, 57.09 mmol) in DCM (70 mL) at 0 oC was added DIPEA (13.53 mL, 76.13 mmol), stirred for 15 min, followed by addition of HATU (21.69 g, 57.09 mmol), again stirred for 15 min. The reaction mixture was then stirred at room temperature for overnight. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with ice cold water and extracted with DCM. The combined organic layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford a crude compound. The crude compound was purified by silica gel column chromatography using 2% MeOH/DCM to afford the title compound 173 (8.1 g, 98.78%) as a brown liquid. TLC: 5% MeOH/DCM (Rf: 0.3). 1H LCMS Calculated for C11H13N3O2: 219.10; LCMS observed: 219.95 (M+1)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid, and friends who are interested can also refer to it.
Reference:
Patent; ASSEMBLY BIOSCIENCES, INC.; TURNER, William, W., Jr.; LI, Leping; HAYDAR, Simon, Nicolas; BURES, Mark, G.; RAI, Roopa; FRANCIS, Samson; ARNOLD, Lee, Daniel; (0 pag.)WO2018/160878; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem