The important role of C8H6ClIO2

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.

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. 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 620621-48-9

Intermediate 71 : methyl 2-chloro-5-(4-(dimethylamino)piperidin-l-yl)benzoate; Methyl 2-chloro-5-iodobenzoate (1.0Og, 3.37 mmol), cesium carbonate (0.360 mL,4.50 mmol), BINAP (0.070 g, 0.11 mmol), palladium(II) acetate (0.025 g, 0.11 mmol) and 4-(dimethylamino)piperidine (0.519 g, 4.05 mmol) were suspended in dioxane (18 mL) and sealed into a microwave tube. The reaction was heated to 120 0C for 3 hours in the microwave reactor and cooled to RT. The reaction mixture was filtered through celite. The crude product was purified by flash silica chromatography, elution gradient 0 to 10%NHVMeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 2-chloro- 5-(4-(dimethylamino)piperidin-l-yl)benzoate (0.456 g, 68.3 %) as a yellow oil. m/z (ESI+) (M+H)+ =297.45; HPLC tR = 1.01 min. 1H NMR (400.13 MHz, CDC13) delta 1.56 – 1.66 (2H, m), 1.93 (2H, d), 2.24 – 2.29 (IH, m), 2.31 (6H, s), 2.71 – 2.78 (2H, m), 3.71 (2H, d), 3.92 (3H, s), 6.94 – 6.97 (IH, m), 7.27 – 7.28 (IH, m), 7.33 (IH, d).

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; AstraZeneca AB; AstraZeneca UK Limited; WO2009/47558; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some scientific research about 620621-48-9

The chemical industry reduces the impact on the environment during synthesis Methyl 2-chloro-5-iodobenzoate. I believe this compound will play a more active role in future production and life.

Synthetic Route of 620621-48-9, 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. 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 77 :methyl 2-chloro-5-(3-(diethylamino)pyrrolidin-l-yl)benzoate; Methyl 2-chloro-5-iodobenzoate (1.00 g, 3.37 mmol), cesium carbonate (1.648 g, 5.06 mmol), BINAP (0.105 g, 0.17 mmol), palladium(II) acetate (0.038 g, 0.17 mmol) and 7V,7V-diethylpyrrolidin-3 -amine (0.576 g, 4.05 mmol) were suspended in dioxane (15 mL) and sealed into a microwave tube. The reaction was heated to 120 0C for 2 hours in the microwave reactor and cooled to RT. The reaction mixture was filtered through celite before concentrating in vacuo. The crude product was purified by flash silica chromatography, elution gradient 0 to 5% NH3ZMeOH in DCM. The product was isolated but still contained less polar impurities. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3ZMeOH and pure fractions were evaporated to dryness to afford methyl 2- chloro-5-(3-(diethylamino)pyrrolidin-l-yl)benzoate (0.257 g, 24.52 %) as a brown gum. mZz (ESI+) (M+H)+ =311; HPLC tR = 1.16 min. 1H NMR (400.13 MHz, DMSO-d6) delta 0.96 (6H, t), 1.80 – 1.85 (IH, m), 2.11 – 2.17 (IH, m), 2.54 – 2.63 (4H, m), 2.99 (IH, t), 3.15 – 3.22 (2H, m), 3.40 – 3.44 (2H, m), 6.53 – 6.56 (2H, m), 7.16 – 7.18 (IH, m), 7.42 (IH, s), 7.67 (IH, s).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-chloro-5-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AstraZeneca AB; AstraZeneca UK Limited; WO2009/47558; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Discovery of Methyl 2-chloro-5-iodobenzoate

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 620621-48-9.

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. 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-chloro-5-iodobenzoate

Example 106 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-(pyridin-4-yloxy)- benzamide106.1 Sodium 2-chloro-5-(Dyridin-4-yloxy)benzoateA microwave vial was charged with copper (I) bromide (23 mg), Cs2C03 (2055 mg), 4- hydroxypyridine (300 mg) and methyl-2-chloro-5-iodobenzoate (1 122 mg) and flushed with argon. DMSO (4.7 mL) was added followed by 2-pyridyl acetone (0.043 mL) and the reaction mixture was heated to 100C for 3h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H20. The aqueous phase was basified with a 1 M solution of NaOH and extracted with EtOAc. The crude was purified by CC (RP C18, H20/CH3CN 1/0 to 8/2) to give 1 .2 g of the titled compound as a white powder.LC-MS (B): tR = 0.34 min; [M+H]+: 249.98

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 620621-48-9.

Discovery of Methyl 2-chloro-5-iodobenzoate

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.

Electric Literature of 620621-48-9, A common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, molecular formula is C8H6ClIO2, 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.

8.1 2-Chloro-5-(pyrimidin-4-ylamino)-benzoic acid methyl ester Sodium phenoxide (810 mg), tris(dibenzylideneacetone)dipalladium (0) (102 mg), Xantphos (161 mg) and methyl-2-chloro-5-iodobenzoate (1379 mg) were placed in a flask and flushed with argon. 4-aminopyrimidine (486 mg) and dioxane (27.5 mL) were added and the reaction mixture was heated to 120 C. for 18 h. After cooling to RT, it was diluted with EtOAc and washed with a 1M solution of NaOH. The organic phase was dried over MgSO4 and concentrated in vacuo. The crude material was purified by CC (Hept/EtOAc 1/1 to 0/1) to give 718 mg of the titled compound as a yellowish powder. LC-MS (B): tR=0.48 min; [M+H]+: 264.21.

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.

Sources of common compounds: Methyl 2-chloro-5-iodobenzoate

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Application of 620621-48-9, 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 620621-48-9 as follows.

Example 107 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-(pyridin-3-yloxy)- benzamide107.1 2-chloro-5-(Dyridin-3-yloxy)benzoic acid methyl esterA microwave vial was charged with copper (I) bromide (7.7 mg), Cs2C03 (685 mg), 3- hydroxypyridine (100 mg) and methyl-2-chloro-5-iodobenzoate (374 mg) and flushed with argon. DMSO (1.6 mL) was added followed by 2-pyridyl acetone (0.014 mL) and the reaction mixture was heated to 100C for 3h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H20. The organic phase was dried over MgS04 and concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 1/0 to 1/1 ) to give 58 mg of the titled compound as a yellowish waxy solid.LC-MS (B): tR = 0.59 min; [M+H]+: 264.26

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Analyzing the synthesis route of Methyl 2-chloro-5-iodobenzoate

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Electric Literature of 620621-48-9, 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 620621-48-9 as follows.

1. Synthetic routeAmong them, the condition (c) is LiBH4, toluene, 100 to 105 C, 30 to 35 min.2, the synthesis step(1) The purified intermediate compound C (C1, C2, C3) (0.5 g, 1.51 mmol, 1.51 mmol, 1.69 mmol) was weighed, and nitrogen gas was used as a protective gas. After adding 20 mL of toluene solvent, lithium borohydride (1.81 mmol, 1.81 mmol, 2.03 mmol) was added and reacted in an oil bath at 100-105 C for 30-35 min. The reaction endpoint was detected by TLC [developing agent: V (petroleum ether) / V (ethyl acetate) = 6 / 1];(2) After the reaction is completed, Slowly add 4M HCl solution under magnetic stirring to adjust the pH value of the system to 3~4.Add 50mL of deionized water, It was directly extracted with three portions of ethyl acetate and dried over anhydrous MgSO4. Then, it is filtered and concentrated to obtain a crude product of the compound intermediate D(D1,D2,D3). Purified by silica gel column chromatography [eluent: V ( petroleum ether) / V (ethyl acetate) = 12 / 1] The compound intermediate D(D1,D2,D3) is obtained, the white solids were 74%, 61% and 80%, respectively.

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong University of Technology; Zhao Suqing; Zhang Bingjie; Feng Dongyan; Zhong Yingying; Huang Jinqu; Wu Ke; Ling Huaying; Tan Qiting; Chen Yanting; Zhao Jiawei; Ma Zhuolin; Jiang Zhengyun; Yang Yang; Zhu Qiuyan; Hong Weiqian; (37 pag.)CN110143869; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some scientific research about Methyl 2-chloro-5-iodobenzoate

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 620621-48-9, A common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, molecular formula is C8H6ClIO2, 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.

107.1 2-chloro-5-(pyridin-3-yloxy)benzoic acid methyl ester A microwave vial was charged with copper (I) bromide (7.7 mg), Cs2CO3 (685 mg), 3-hydroxypyridine (100 mg) and methyl-2-chloro-5-iodobenzoate (374 mg) and flushed with argon. DMSO (1.6 mL) was added followed by 2-pyridyl acetone (0.014 mL) and the reaction mixture was heated to 100 C. for 3 h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H2O. The organic phase was dried over MgSO4 and concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 1/0 to 1/1) to give 58 mg of the titled compound as a yellowish waxy solid. LC-MS (B): tR=0.59 min; [M+H]+: 264.26

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The important role of Methyl 2-chloro-5-iodobenzoate

According to the analysis of related databases, 620621-48-9, 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. 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-chloro-5-iodobenzoate

General procedure: This compound was prepared using a method analogousto that of Example 8 (intermediate 8.1), 2-methyl-2Hpyrazol-3-ylamine replacing 4-aminopyrimidine except thatthe reaction mixture was stirred for 2 days at 80 C. LC-MS (B): tR=0.64 min; [M+H]+: 266.02

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The important role of 620621-48-9

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 620621-48-9, A common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, molecular formula is C8H6ClIO2, 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.

A mixture of 2-chloro-5-iodo-benzoic acid methyl ester (3.5 g, 12 mmol), dichlorobis (triphenylphosphino) palladium (II) (0. 04 g, 0.06 mmol), triphenylphosphine (0.06 g, 0.24 mmol), copper iodide (0.05 g, 0.24 mmol), (trimethylsilyl) acetylene (1.9 g, 19.2 mmol) in triethylamine (40 mL) was heated at reflux for 12h. The mixture was concentrated in vacuo, diluted with ethyl acetate (150 mL) and washed sequentially with 10% aqueous citric acid, water, and brine. The organic solution was dried, filtered and concentrated in vacuo to afford the title compound (3.14 g).

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/99146; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Share a compound : 620621-48-9

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference of 620621-48-9, These common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-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.

Intermediate 2: Methyl 2-chloro-5-pyridin-2-ylbenzoate; A suspension of methyl 2-chloro-5-iodobenzoate (8.0 g, 27 mmol), 2- pyridineboronic acid N-phenyldiethanolamine ester (14.5 g, 54 mmol), palladium acetate (0.30 g, 1.35 mmol), potassium carbonate (7.46 g, 54.0 mmol), triphenylphosphine (1.42 g, 5.4 mmol) and copper iodide (2.06 g, 10.8 mmol) in THF (100 mL) was heated at 65 0C overnight under nitrogen. The reaction mixture was cooled, filtered through CeliteR and concentrated in vacuo, then the residue was suspended in DCM (250 mL) and filtered through Celite. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica gel eluting with EtOAc/isohexane (0 – 50%) to give the title compound as a solid (3.0 g, 49%):^ NMR 53.90 (3H, s), 7.39 – 7.43 (IH, m), 7.69 (IH, d), 7.89 – 7.95 (IH, m), 8.05 (IH, d), 8.24 – 8.28 (IH, m), 8.54 (IH, d), 8.68 – 8.70 (IH, m);MS 248.

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; AstraZeneca UK Limited; WO2009/47558; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com