Adding a certain compound to certain chemical reactions, such as: 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 66315-16-0, Application In Synthesis of Methyl 3-amino-4-(methylamino)benzoate
Intermediate 43: 2-Cyclopentylmethyl-l -methyl- 1 H-benzoimidazo le-5 -carboxylic acid 43.1 : 3-(2-Cyclopentyl-acetylamino)-4-methylamino-benzoic acid methyl ester 650 mg (5.07 mmol) cyclopentyl-acetic acid was stirred with 1.80 g (5.61 mmol) TBTU and 2.00 mL (14.4 mmol) TEA in 50 mL DMF at RT. After 30 min, 900 mg (5.00 mmol) 3-amino-4- methylamino-benzoic acid methyl ester was added and the mixture was stirred at RT for 3 h and at 50 C for 12h. The solvent was removed by distillation. The residue was taken up in aqueous potassium carbonate solution and water and extracted with EtOAc. The combined organic extracts were washed with water and saturated brine, dried over sodium sulfate, filtered and concentrated in vacuo. yield: 1.10 g (76 %) ESI-MS: m/z = 291 (M+H)+ Ri(TLC): 0.23 (DCM/MeOH = 19: 1)
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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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