Category: 106896-49-5

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. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrNO2

To a 250 mL round-bottom flask was added methyl 4-amino-3-bromobenzoate 32a (2.4 g, 10.43 mmol, 1.00 equiv.), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-l,3,2- dioxaborolane (2.6 g, 12.38 mmol, 1.20 equiv.), dioxane (100 mL), aq. sodium bicarbonate (37 mL, 3.50 equiv, 1M), and Pd(PPh3)4 (1.21 g, 1.05 mmol, 0.10 equiv.). The resulting mixture was heated at 100C overnight. After cooling to room temperature, the mixture was diluted with 300 mL of EA and washed with brine (200 mL x 2). The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by Flash-Prep- HPLC using the following conditions (IntelFlash-1): Column, silica gel; mobile phase, PE_EA=100:0 increasing to PE_EA=50:50 within 30 min; Detector, UV 254 nm. Removal of solvents afforded methyl 4-amino-3-(3,6-dihydro-2H-pyran-4-yl)benzoate 32b (2.4 g, 99% as a white 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; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Ester – Wikipedia,
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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. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrNO2

To a 250 mL round bottom flask equipped with a magnetic stir bar was added N,N-dimethylformamide or benzenesulfonyl chloride.Stir the solution for 20 minutes.The color of the solution turned pale yellow.Add methyl 4-amino-3-bromobenzoate,The mixture was stirred at room temperature for 30 minutes.A large amount of solid product is formed, and the solid is filtered.Wash with ether and dry in vacuo.The resulting solid was then transferred to another 250 mL round bottom flask and neutralized by the addition of NaOH solution and ethyl acetate. Transfer the solution to the funnel for separation.The inorganic layer was extracted with 2 x 100 mL of ethyl acetate.After merging the organic layers,It was washed with brine and dried over anhydrous sodium sulfate for 3 hr.That is, the intermediate 1 [(E)-N-(2-bromo-4-carbomethoxyphenyl)-N,N-dimethylformamidine].

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; Zaozhuang College; Shandong Lunan Mei Chemical Engineering Technology Institute; Liu Xuejing; Han Ying; Yan Peng; Bie Fusheng; Shi Yijun; Cao Han; (12 pag.)CN110183384; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 4-amino-3-bromobenzoate

General procedure: PCl5 (0.23 g, 1.1 mmol) was added to an ice-cold solution of compound 6 (0.30 g, 1 mmol) in ether (15 mL). The reaction mixture was stirred at room temperature for 2 h and then was concentrated under reduced pressure. The crude product was dissolved in THF (15 mL). The arylamine (1 mmol) and triethylamine (1.2 mmol) was added to the solution successively. The reaction mixture was stirred at room temperature for 2 h and then was then evaporated under reduced pressure. The residue was chromatographed on silica gel using ethyl acetate:petroleum ether (1:4). Pure fractions were collected and concentrated, giving the desired compound (7a-7o).

The synthetic route of 106896-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhan, Peng; Chen, Xuwang; Li, Xiao; Li, Dongyue; Tian, Ye; Chen, Wenwen; Pannecouque, Christophe; De Clercq, Erik; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 5039 – 5045;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, 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 106896-49-5, Computed Properties of C8H8BrNO2

To a 1 L round-bottom flask, purged and maintained under an inert atmosphere of nitrogen, was added methyl 4-amino-3-bromobenzoate A-7a (25 g, 108.67 mmol , 1.0 equiv.), K3PO4 (65 g, 306.21 mmol, 2.82 equiv.), toluene (50 mL), water (100 mL), P(Cy)s (2.8 g, 0.05 equiv.), Pd(OAc)2 (2.25 g, 10.02 mmol, 0.09 equiv.), and cyclopropyl boronic acid (26 g, 302.69 mmol, 2.79 equiv.). The resulting mixture was heated at 100 C overnight. The resulting solids were removed by filtration. The filtrate was diluted with H2O (200 mL) and extracted with ethyl acetate (200 mL x 3). The combined organic layers were concentrated in vacuo and the resulting residue was purified via silica gel column chromatography eluting with EtOAc PE (1 :20 to 1 : 10 and to 1 :5) to provide methyl 4-amino-3-cyclopropylbenzoate A-7b (19.9 g, 96%) as a light brown solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-amino-3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (249 pag.)WO2018/39384; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 106896-49-5,Some common heterocyclic compound, 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, molecular formula is C8H8BrNO2, 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.

General procedure: Tert-butyl (R)-(5-(trimethylsilyl)pent-4-yn-2-yl)carbamate (160 mg, 0.63 mmol) was added in DMF (2.5 mL) to a sealed vial containing amino-halide (0.5 mmol), sodium carbonate (106 mg, 1.00 mmol), lithium chloride (21.00 mg, 0.50 mmol) and Pd(dppf)Cl2.CH2Cl2 (14.62 mg, 0.02 mmol). The reaction was degassed for 10 min, then heated to 100 C for 4 hours. After cooling, the reaction was diluted with EtOAc and washed with water and brine. The organic was dried over Na2SO4 and evaporated, then the crude product was purified by flash silica chromatography (EtOAc / heptane). Pure fractions were evaporated to dryness to afford the indole.

The synthetic route of 106896-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moss, Thomas A.; Lister, Andrew S.; Wang, Jimmy; Tetrahedron Letters; vol. 58; 32; (2017); p. 3136 – 3138;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics