Category: 181765-86-6

Related Products of 181765-86-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 181765-86-6 as follows.

In FIG. 1A, a chemical reaction, 101, is provided for the formation of methyl 5-bromo-2-trimethylsilylethynyl-benzoate using methyl 5-bromo-2-iodo-benzoate as a starting material. In this reaction, Sonogashira cross-coupling of trimethylsilyl (TMS) acetylene is such that the iodine of methyl 5-bromo-2-iodo-benzoate is replaced with trimethylsilylethyne (TMS) acetylene. For example, in one embodiment, in chemical reaction 101, TMS acetylene is reacts with methyl 5-bromo-2-iodo-benzoate in the presence of a palladium catalyst, for example bis-(triphenylphosphine)-palladium(II) dichloride, denoted Pd(PPh3)2 in FIG. 1A, and a copper catalyst, such as copper iodide, denoted CuI in FIG. 1A, using a deoxygenated solvent or solvent mixture that includes an organic amine, for example 1:1 dimethylformamide (DMF)/diethylamine (Et2NH) solvent solution, at 25 C. Upon completion, the solvent may be removed in vacuo, and the resulting slurry may be purified further by either standard aqueous workup conditions or filtration conditions. The crude product may be purified by recrystallization, column chromatography or by a variety of techniques known to those skilled in the art.

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; International Business Machines Corporation; Kobilka, Brandon M.; Kuczynski, Joseph; Porter, Jacob T.; Wertz, Jason T.; (17 pag.)US2017/331044; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: iodides-buliding-blocks

General procedure: A two-necked 200-mL round-bottomed flask equipped with a magnetic stirring bar was charged with aryl iodide 17 (1.733 g, 5.083 mmol), CuI (20.8 mg, 0.109 mmol), and DMF (25 mL). To the solution were added Et3N (2.1 mL, 15.1 mmol), PdCl2(PPh3)2 (36.1 mg, 0.0514 mmol), and trimethylsilylacetylene (1.1 mL, 7.8 mmol). The solution was stirred for 30 h. The reaction was quenched with water, and the mixture was extracted with EtOAc three times. The combined organic extracts were washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to leave the residue, which was purified by short silica gel column chromatography (hexanes-EtOAc= 9 : 1) to afford TMS-acetylene (1.706 g, 5.49 mmol, quant.) as yellow solids; Rf=0.74 (Silica gel, hexanes-EtOAc= 3 : 1). A 100-mL round-bottomed flask equipped with a magnetic stirring bar was charged with TMS-acetylene and MeOH (10 mL). To the solution was added K2CO3 (1.4 g, 10.1 mmol) at 0 C. The solution was stirred for 10 min. The solution was concentrated under reduced pressure. The reaction mixture was filtered through a pad of Celite. The filter cake was washed with ether, and the filtrate was concentrated under reduced pressure to leave the residue, which was purified by silica gel column chromatography (hexanes-ether= 9 : 1) to afford aryl acetylene 18 (909 mg, 3.80 mmol, 75 % for 2 steps) as a pale yellow solid;

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cho, Hidetsura; Iwama, Yusuke; Okano, Kentaro; Tokuyama, Hidetoshi; Chemical and Pharmaceutical Bulletin; vol. 62; 4; (2014); p. 354 – 363;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-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 181765-86-6, name: Methyl 5-bromo-2-iodobenzoate

A 500 mL round bottom flask reactor was charged with methyl 5-bromo-2-iodobenzoate (1.7g, 0.15mmol) and potassium carbonate (20.2g, 146.7mmol) were added to a toluene solution (25.0g, 73mmol), 4-dibenzofuranboronic acid (18.7g, 88mmol) 125 mL of tetrahydrofuran, and 50 mL of water. The temperature of the reactor was raised to 80 C and stirred for 10 hours. When the reaction was completed, the temperature of the reactor was lowered to room temperature, extracted with ethyl acetate, and the organic layer was separated. The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain Intermediate 1-a (75.0 g, 60.1%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

These common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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. Formula: C8H6BrIO2

Synthesis of Intermediate 1-(6) (0202)3.849 g (11.259 mmol) of methyl 5-bromo-2-iodobenzoate, 3 g (13.510 mmol) of Intermediate 1-(6) (phenanthren-1-ylboronic acid), 30 mL of 2 mol/L potassium carbonate in H2O, and 0.651 g (0.563 mmol) of tetrakis(triphenylphosphine)palladium were added to 100 mL of tetrahydrofuran and 30 mL of methanol under a nitrogen atmosphere and then heat-stirred. After 24 hours, completion of the reaction was confirmed through TLC, and the solvent was removed and filtered using celite. Next, the organic layer was separated using dichloromethane and H2O and washed with a saturated sodium chloride solution. The organic layer was dried with sodium sulfate and filtered. After drying and filtering, the solvent was removed and column chromatography (MC:hexane=1:4) was performed to obtain 3.5 g of Intermediate 1-(6) as a white solid (yield: 79%). (0203) 1H NMR (300 MHz, CDCl3): delta (ppm) 8.80 (d, J=12.6 Hz, 2H), 8.22 (s, 1H), 7.88 (d, J=7.8 Hz, 1H), 7.77 (dd, J=5.1, 1.8 Hz, 1H), 7.737.60 (m, 4H), 7.40 (dd, J=7.8, 1.5 Hz, 2H), 7.32 (d, J=8.1 Hz, 1H), 3.41 (s, 3H) (0204) 13C NMR (75 MHz, CDCl3): delta (ppm) 166.4, 140.7, 139.0, 134.6, 133.5, 133.1, 131.7, 130.3, 130.2, 130.0, 128.5, 127.2, 126.8, 126.7, 125.7, 123.9, 122.9, 122.4, 121.5, 52.1 (0205) A molecular weight for C22H15BrO2: Cal. 390.0255 (0206) LR-Mass (EI+): 392.2, HR-Mass (EI+): 392.0257

The synthetic route of Methyl 5-bromo-2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

Example 5 [00619] Preparation of Cpd 30 [00620] Step A: A mixture of methyl 5-bromo-2-iodobenzoate (18.4 g, 54.0 mmol), TMS acetylene (8.5 mL, 5.88 g, 60.0 mmol), Cul (0.51 g, 2.7 mmol), PdCl2(Ph3P)2 (1.9 g, 2.7 mmol), Et3N (15.0 mL, 10.9 g, 108.0 mmol) and acetonitrile (100 mL) was stirred under argon at room temperature for 4 hours. After the removal of the volatiles in vacuo, the residue was chromatographed (silica gel, ethyl acetate in hexanes, 0-20%) to provide the TMS alkyne intermediate as colorless oil (15.7 g, 94%).

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.

Application of 181765-86-6, These common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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.

In a 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis (triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) were stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford (75.0 g, 60.1%).

Statistics shows that Methyl 5-bromo-2-iodobenzoate is playing an increasingly important role. we look forward to future research findings about 181765-86-6.

Reference:
Patent; SFC CO., LTD.; LEE, Chang-Hee; SEO, Hyun-JONG; YOON, Seo-Yeon; SHIM, So Young; KIM, Si-In; (214 pag.)US2018/233669; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

2-methyl-thiophene 3.6g (17.3mmol) at -78C reacted with n-butyl lithium and triethyl borate, 5-methyl-thiophen-2-yl boronic acid to 4.42g (yield: 85%) was formed . 4.42g of 5-methyl-thiophen-2-yl boronic acid react with 5-bromo-2-iodo-benzoic acid methyl ester and 80C by the Suzuki coupling (Suzuki coupling) 7.78g of Intermediate 1 (yield: 80 %) it was synthesized. Intermediate 1 react with CH3MgCl by cyclization (cyclization) with the 3.14g (yield: 40%) intermediate 2 was synthesized . intermediate 2 was reacted with 9-phenyl-anthracene boronic acid and by Suzuki coupling compound 1 (3.3g, yield: 60%) was obtained. Compound 1 was confirmed by 1HNMR and MS.

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-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 181765-86-6, Recommanded Product: Methyl 5-bromo-2-iodobenzoate

The intermediate 1 – 2 (4.0 g, 16.8 mmol) and 5 – bromo -2 – iodo benzoic acid methyl ester (6.3 g, 18.5 mmol) dissolved in 50 ml in tetrahydrofuran and then potassium carbonate (4.56 g, 33.6 mmol), 25 ml water mixed together in single-port is added to the flask. Under the protection of argon, and then added to the mixture (triphenylphosphine) palladium four (0.28 g, 0 . 24 mmol), heating reflux for 4 hours. After the reaction, the reaction mixture can be cooled to the room temperature, and steaming and remove the tetrahydrofuran, then washing, dichloromethane extraction three times (each 10 ml). The combined organic phase, anhydrous sodium sulfate drying, the crude product is used good column chromatography purification, get 5.67 g, yield of 82.7%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (27 pag.)CN107163066; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

In a 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis(triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) were stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford . (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; Cha, Soon-Wook; Park, Young-Hwan; Yoon, Seo-Yeon; Shim, So Young; (152 pag.)US2017/18723; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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. name: Methyl 5-bromo-2-iodobenzoate

Step1: The reactor was added 9- phenanthrene boronic acid (2.22g, 10mmol),Methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd(PPh3)4 (0.21 g, 0.18 mmol), K2CO3 solution (2.76 g, 20 mmol), 5 mL of deionized water,13 mL of toluene and 130 mL of tetrahydrofuran were stirred and refluxed for 12 hours. After the reaction was terminated,The organic layer was separated and distilled under reduced pressure.Through silica gel column purification, and dried to give intermediate 35-1 (2.86g, 73%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 181765-86-6, its application will become more common.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (23 pag.)CN109305943; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com