Category: 223519-11-7

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. 223519-11-7, name is Methyl 3-amino-5-bromo-4-methylbenzoate, A new synthetic method of this compound is introduced below., Formula: C9H10BrNO2

4.2.1 Methyl 4-bromo-1H-indazole-6-carboxylate (13) To a stirred solution of amine 12 (4.50 g, 18.4 mmol) in acetic acid (80 mL), was added a solution of sodium nitrite (1.39 g, 20.3 mmol) in water (8 mL). The mixture was stirred overnight and then concentrated under reduced pressure. The residue was diluted with saturated sodium hydrogen carbonate (100 mL), extracted with ethyl acetate (3*30 mL) and the combined organic extracts were subject to standard workup. The crude product was recrystallised from toluene and the mother liquors were purified by flash chromatography (15% EtOAc/hexanes) to afford the indazole 13 (3.38 g, 72%) as a pale orange solid; Rf (15% EtOAc/hexanes) 0.25; mp 173-174 C; deltaH (DMSO-d6): 13.83 (1H, br s), 8.16 (2H, s), 7.78 (1H, d, J 1.0 Hz), 3.90 (3H, s); deltaC (DMSO-d6): 165.3, 139.7, 133.4, 128.4, 125.9, 122.6, 113.2, 111.9, 52.5; m/z (ESI): 254.9 (M[79Br]H+), 256.9 (M[81Br]H+); HRMS (ESI): M[79Br]H+, found 254.9765. C9H8BrN2O2 requires 254.9769.

The synthetic route of 223519-11-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Brzozowski, Martin; O’Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.; Tetrahedron; vol. 70; 2; (2014); p. 318 – 326;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 223519-11-7, 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. 223519-11-7 name is Methyl 3-amino-5-bromo-4-methylbenzoate, 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.

Methyl 3-amino-5-bromo-4-methylbenzoate (1.15 g, 4.62 mmol), triethylamine (1.28 mL, 9.21 mmol) and dichloromethane (20 mL) were added to a 100 mL two-neck flask, then trifluoroacetic anhydride (0.79 mL, 5.6 mmol) was added dropwise at 0C. The reaction mixture was stirred for 1 h at rt. The mixture was concentrated in vacuo to remove solvent. To the residue was added saturated brine (80 mL) and ethyl acetate (80 mL), and the resulting mixture was partitioned. The organic phase was washed with saturated brine (40 mL x 2), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the title compound as a yellow solid (1.5 g, 95%).MS (ES-API, pos. ion) m/z: 341.0 [M + 2]t

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-5-bromo-4-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; YANG, Xinye; HUANG, Changwei; MA, Facheng; ZHANG, Ji; WANG, Xiaojun; ZHANG, Yingjun; (162 pag.)WO2017/36404; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics