Reference of 66315-16-0, A common heterocyclic compound, 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, molecular formula is C9H12N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Intermediate 44: 2-(2,6-Difluoro-phenylamino)-l -methyl- lH-benzoimidazole-5-carboxylic acid 44.1 : 2-(2,6-Difluoro-phenylamin -l-methyl-lH-benzoimidazole-5-carboxylic acid ethyl ester A mixture of 2.00 g (10.3 mmol) 3-amino-4-methylamino-benzoic acid methyl ester and 1.76 g (10.3 mmol) 2,6-difluorophenyl isothiocyanate in 50 mL acetonitrile and 10 mL DMF was stirred at RT for 12 h. 1.80 g (14.3 mmol) Nu,Nu’-diisopropylcarbodiimide was added and the mixture was stirred at 80 C for 5 h. The solvent was removed by distillation. The residue was taken up in EtOAc. The precipitate was filtered off and washed with EtOAc and diethyl ether. The residue was taken up in acetonitrile. The precipitate was filtered off, washed with acetonitrile and diethyl ether and dried. yield: 2.20 g (64 %) ESI-MS: m/z = 332 (M+H)+ Ri(TLC): 0.30 (DCM/MeOH = 19: 1)
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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
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