2-Sep-21 News The important role of 57381-59-6

According to the analysis of related databases, 57381-59-6, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 5-bromo-2-fluorobenzoate

Methyl-5-benzyl-2-fluorobenzoate To a solution of methyl-5-bromo-2-fluorobenzoate (350 mg, 1 .5 mmol) in dioxane (20 ml_), was added sequentially 2-benzyl-4, 4,5, 5-tetramethyl-1 ,3, 2-dioxaborolane (327 mg, 1 .5 mmol), anhydrous potassium phosphate (955 mg, 4.5 mmol) and [1 ,1 ‘-bis(diphenylphosphino)ferrocene]palladium(ll) chloride (7 mg, 0.01 mmol) under an argon atmosphere. The mixture was stirred at 90C overnight before dioxane was concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate : petroleum ether = 1 :10 to afford methyl-5-benzyl-2-fluorobenzoate (350 mg, crude) as a colorless oil, which was used directly without further purification. LCMS (ESI): m/z = 245.1 [M+H]+.

According to the analysis of related databases, 57381-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; X-RX DISCOVERY, INC.; RUEBSAM, Frank; WANG, Ce; NI, Haihong; MULVIHILL, Mark, J.; BABISS, Lee; RENZETTI, Louis; ZHANG, Ying; (99 pag.)WO2015/175171; (2015); A1;,
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Simple exploration of C8H6BrFO2

Application of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, 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.

Application of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, 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.

Sequentially add tri-tert-butylphosphine (88 mg, 0. 437 mmol) in anhydrous 1, 4- dioxane (1 mL), diisopropylethylamine (1. 5 mL, 8. 74 mmol), 5-bromo-2-fluorobenzoic acid methyl ester, (prepared as described in PREPARATION 42), (1. 69 g, 7. 28 mmol) and a solution of 5-ethynylnicotinonitrile, (prepared as described in PREPARATION 4), (0. 93 g, 7. 28 mmol) in anhydrous 1, 4-dioxan (4 mL), to a stirring mixture of dichloro (benzonitrile) palladium (II) (84 mg, 0. 218 mmol) and copper (I) iodide (28 mg, 0. 146 mmol) in anhydrous 1, 4-dioxan (1 mL) under nitrogen. Stir for 2 h and concentrate. Purify the residue twice by silica gel chromatography, eluting with 10 : 90 ethyl acetate : hexanes, to give the title compound as a white solid (0. 9 g, 44%). 1H NMR (400 MHz, CDCl3) 6 1. 48 (s, 3H), 3. 87 (s, 3H), 7. 07-7. 12 (m, 1H), 7. 58-7. 62 (m, 1H), 7. 96-7. 98 (m, 1H), 8. 06 (dd, J = 2. 7 Hz, J = 6. 5 Hz, 1H), 8. 74 (br s, lH), 8. 84 (br s, 1H) ; MS (ES) : m/z = 280. 9 [M+H] +.

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
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Simple exploration of 57381-59-6

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrFO2

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrFO2

Compound 3b (24.00 g, 102.99 mmol) was dissolved in methanol (300 mL), then N,N-dimethylformamide (100 mL), triethylamine (100 mL) was addedAnd [l,l-bis(diphenylphosphino)ferrocene]dichloropalladium (12.62 g, 15.45 mmol).Reaction solution at 80CAfter stirring for 16 hours under a carbon monoxide atmosphere (50 psi),The reaction solution was filtered, concentrated under reduced pressure, and extracted with ethyl acetate (500 mL×2). The organic phases were combined, dried, concentrated to dryness under reduced pressure and purified by silica gel column chromatography (petroleum ether/ethyl acetate=100-0%) to compound 3c (11.00 g).

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Nanjing Mingde Drug Discovery Co., Ltd.; Yao Yuanshan; Chen Bin; Chen Yuan; Li Ao; Xu Ran; Huang Zhensheng; Tian Dongdong; Li Hongwei; Yang Chengshuai; Li Jian; Chen Shuhui; (30 pag.)CN107954995; (2018); A;,
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New learning discoveries about 57381-59-6

Application of 57381-59-6,Some common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, molecular formula is C8H6BrFO2, 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.

Application of 57381-59-6,Some common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, molecular formula is C8H6BrFO2, 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.

Step 1 (0342) To a solution of 4a (28 g, 113 mmol) in DMF (500 mL) was added naphthalene- 1,6-diol (22 g, 136 mmol) and CS2CO3 (74 g, 226 mmol). The resulting solution was stirred at 100C for 12 h, before it was poured into water and extracted with EA. The combined organic phases were dried over Na2S04. After filtration and concentration, the residue was purified by Si02 chromatography, eluting with petroleum ether: ethyl acetate (100/1-10/1) to give compound 4b (25 g, 59.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-bromo-2-fluorobenzoate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph, A.; YU, Wensheng; HU, Bin; ZHONG, Bin; HAO, Jinglai; WANG, Dahai; LEI, Zhixin; (82 pag.)WO2017/184476; (2017); A1;,
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Extracurricular laboratory: Synthetic route of C8H6BrFO2

Related Products of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, 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.

Related Products of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, 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.

Compound 46b (24.00 g, 102.99 mmol) was dissolved in methanol (300 mL), and N,N-dimethylformamide (100 mL), triethylamine (100 mL), and [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (12.62g, 15.45 mmol) were added. The reaction mixture was stirred under a carbon monoxide atmosphere (50 psi) for 16 hr at 80 C, filtered, concentrated under reduced pressure, and extracted with ethyl acetate (500 mL×2). The organic phases were combined, dried, concentrated under reduced pressure to dryness, and purified by silica gel column chromatography (petroleum ether/ethyl acetate=100-0%), to give Compound 46c (11.00 g). 1H NMR (400 Hz, CDCl3) delta 3.95(s, 3H), 3.97(s, 3H), 7.20-7.24 (m, 1H), 8.21-8.23 (m, 1H), 8.63-8.65 (m, 1H). MS-ESI calculated value [M+ H]+ 213, measured value 213.

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; YAO, Yuanshan; CHEN, Bin; CHEN, Yuan; LI, Ao; XU, Ran; HUANG, Zhensheng; TIAN, Dongdong; LI, Hongwei; YANG, Chengshuai; LI, Jian; CHEN, Shuhui; (102 pag.)EP3489233; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 57381-59-6

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 57381-59-6

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 57381-59-6

Compound 33b (24.00 g, 102.99 mmol) was dissolved in methanol (300 mL), and N,N-dimethylformamide (100 mL), triethylamine (100 mL), and [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (12.62g, 15.45 mmol) were added successively. The reaction mixture was stirred under a carbon monoxide atmosphere (50 psi) for 16 hr at 80 C, filtered, concentrated under reduced pressure to dryness, diluted with 100 mL of water, and extracted with ethyl acetate (500 mL×2). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure to dryness, and purified by silica gel column chromatography (petroleum ether/ethyl acetate=100-0%) to give Compound 33c (11.00 g). 1H NMR (400 MHz, CDCl3) delta3.95(s, 3H), 3.97(s, 3H), 7.20-7.24 (m, 1H), 8.21-8.23 (m, 1H), 8.63-8.65 (m, 1H). MS-ESI calculated value [M+ H]+ 213, measured value 213.

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; CHEN, Bin; YAO, Yuanshan; CHEN, Yuan; LI, Ao; XU, Ran; HUANG, Zhensheng; TIAN, Dongdong; LI, Hongwei; YANG, Chengshuai; LI, Jian; CHEN, Shuhui; (69 pag.)EP3489235; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Share a compound : 57381-59-6

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.

Adding a certain compound to certain chemical reactions, such as: 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, 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 57381-59-6, COA of Formula: C8H6BrFO2

Example 2bExample la (1748 mg, 77% content, 1 1 ,80 mmol) is added to sodium hydride (60% suspension in mineral oil, 472 mg, 1 1.80 mmol) in THF (5 mL). Stirring is continued at room temperature for 45 min. Methyl 5-bromo-2-fluorobenzoate (1 100 mg, 4.72 mmol) in THF (5 mL) is added and stirring is continued at room temperature overnight. Example la (65 mg, 75% content, 0.43 mmol) is added to sodium hydride (60% suspension in mineral oil, 17 mg, 0.43 mmol) in THF (1 mL) and the resulting mixture added to the reaction mixture and stirring is continued at room temperature overnight. The reaction mixture is diluted with DCM, washed with saturated NH4CI, dried and concentrated under reduced pressure giving a residue. Trimethylsilyldiazomethane in hexanes (2M, 2.153 mL, 4.3 mmol) is added dropwise to the residue in DCM (5 mL) and MeOH (2.5 mL) cooled to 0C. Stirring is continued for 120 min, then the reaction mixture is evaporated under reduced pressure to furnish the title compound (200 mg, 50%> content, 7%>).HPLC-MS (Method 2): Rt = 1.38 minMS (ESI pos): m/z = 327 (M+H)+

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FERRARA, Marco; LINGARD, Iain; MAZZAFERRO, Rocco; ROSENBROCK, Holger; WO2013/17657; (2013); A1;,
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Ester – an overview | ScienceDirect Topics