Analyzing the synthesis route of 10602-03-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-ethynylbenzoate, its application will become more common.

Application of 10602-03-6,Some common heterocyclic compound, 10602-03-6, name is Ethyl 4-ethynylbenzoate, molecular formula is C11H10O2, 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.

To a solution of 10S1 (0.10 g, 0.59 mmol), Pd(PPh3)4 (41 mg, 0.035 mmol), and CuI (34 mg,0.18 mmol) in degassed tetrahydrofuran/diisopropylamine (THF/DIPA) (5/1, v/v) (19 mL) was added2,5-diiodothiophene (DIT) (0.20 g, 0.59 mmol). The solution was stirred at 60 C for 5 h. After coolingto room temperature, the reaction mixture was diluted with dichloromethane and passed through Celiteto remove the metal catalyst. The solution was washed with 1 N HCl aqueous solution and water, andthen dried over Na2SO4. After removing the solvent by evaporation, the crude product was purified bysilica gel chromatography using hexane-dichloromethane (3/2, v/v) as the eluent to give the desiredproduct as a pale yellow solid (62 mg, 27% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-ethynylbenzoate, its application will become more common.

Reference:
Article; Ikai, Tomoyuki; Shimizu, Sho; Kudo, Tomoya; Maeda, Katsuhiro; Kanoh, Shigeyoshi; Bulletin of the Chemical Society of Japan; vol. 90; 8; (2017); p. 910 – 918;,
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Analyzing the synthesis route of Ethyl 4-ethynylbenzoate

Synthetic Route of 10602-03-6, A common heterocyclic compound, 10602-03-6, name is Ethyl 4-ethynylbenzoate, molecular formula is C11H10O2, 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.

Synthetic Route of 10602-03-6, A common heterocyclic compound, 10602-03-6, name is Ethyl 4-ethynylbenzoate, molecular formula is C11H10O2, 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.

Step 3-Preparation of 4-[1-Benzenesulfonyl-5-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-ylethynyl]-benzoic acid ethyl ester 135 1-Benzenesulfonyl-5-(3,4-dimethoxy-phenyl)-3-iodo-1H-pyrrolo[2,3-b]pyridine (0.0800 g, 0.000151 mol), 4-Ethynyl-benzoic acid ethyl ester (0.0321 g, 0.000181 mol), Bis(triphenylphosphine)palladium(II) chloride (0.0048 g, 0.0000069 mol), and Copper(I) iodide (0.00024 g, 0.0000013 mol) were dissolved in Triethylamine (0.8 mL, 0.005 mol) under an atmosphere of Nitrogen. The resulting mixture was heated to 60 C. and stirred under an atmosphere of Nitrogen for 2 hours. The reaction mixture was was concentrated under reduced pressure and water (30 mL) was added to the residue. This slurry was extracted with ether. (20 mL 2*). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude was purified by chromatography (Silica gel, ethyl acetate/hexanes to give 85 mg of the titled product as a pale orange solid. MS(ESI) [M+H+]+=567.10

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; Ibrahim, Prabha N.; Bremer, Ryan; Gillette, Sam; Cho, Hanna; Nespi, Marika; Mamo, Shumeye; Zhang, Chao; Artis, Dean R.; Lee, Byunghun; Zuckerman, Rebecca; US2006/100218; (2006); A1;,
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Application of 10602-03-6

The synthetic route of 10602-03-6 has been constantly updated, and we look forward to future research findings.

10602-03-6, name is Ethyl 4-ethynylbenzoate, belongs to esters-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. Recommanded Product: 10602-03-6

General procedure: To a solution of 10S1 (0.10 g, 0.59 mmol), Pd(PPh3)4 (41 mg, 0.035 mmol), and CuI (34 mg,0.18 mmol) in degassed tetrahydrofuran/diisopropylamine (THF/DIPA) (5/1, v/v) (19 mL) was added2,5-diiodothiophene (DIT) (0.20 g, 0.59 mmol). The solution was stirred at 60 C for 5 h. After coolingto room temperature, the reaction mixture was diluted with dichloromethane and passed through Celiteto remove the metal catalyst. The solution was washed with 1 N HCl aqueous solution and water, andthen dried over Na2SO4. After removing the solvent by evaporation, the crude product was purified bysilica gel chromatography using hexane-dichloromethane (3/2, v/v) as the eluent to give the desiredproduct as a pale yellow solid (62 mg, 27% yield).

The synthetic route of 10602-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ikai, Tomoyuki; Shimizu, Sho; Kudo, Tomoya; Maeda, Katsuhiro; Kanoh, Shigeyoshi; Bulletin of the Chemical Society of Japan; vol. 90; 8; (2017); p. 910 – 918;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some scientific research about 10602-03-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-ethynylbenzoate, and friends who are interested can also refer to it.

Electric Literature of 10602-03-6, 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. 10602-03-6 name is Ethyl 4-ethynylbenzoate, 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.

General procedure: To a solution of 2-halobenzamide (2.0 mmol, 1.0 equiv) in MeCN (13 mL) were added PdCl2(PPh3)2 (0.05 equiv), terminal alkyne (1.2 equiv.), and Et3N (3.0 equiv.). The resulting mixture was stirred at 80 C under argon. The progress of the reaction was monitored by TLC analysis to establish completion. After cooling to room temperature, the reaction was diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic phase was dried (anhydrous MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (Silica Gel, petroleum ether/ethyl acetate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-ethynylbenzoate, and friends who are interested can also refer to it.

Reference:
Article; Yao, Tuanli; Liang, Xiujuan; Guo, Zhen; Yang, Dong; Tetrahedron; vol. 75; 23; (2019); p. 3088 – 3100;,
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Simple exploration of 10602-03-6

According to the analysis of related databases, 10602-03-6, 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. 10602-03-6, name is Ethyl 4-ethynylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 10602-03-6

General procedure: n-BuLi (4.70mL, 1.6M in hexane, 7.57mmol, 1.0equiv) was added dropwise to a solution of acetylene (7.57mmol, 1.0equiv) in 7.6mL of dry THF at -78C under a nitrogen atmosphere. After 60min at this temperature, trimethylborate (1.10g, 11.3mmol, 1.5equiv) was added dropwise at -30C. The mixture was stirred at this temperature for 60min and slowly allowed to warm to room temperature within another 60min. A saturated 4.5M aqueous solution of potassium hydrogen difluoride (KHF2) (10.1mL, 45.3mmol, 6.0equiv) was added at -20C to the vigorously stirred solution. The resulting mixture was continued to stir for 60min at -20C after which it was allowed to warm to room temperature for 60min. The solvent was removed under reduced pressure, and the resulting white solid was dried under high vacuum to remove water. The solid was washed first with acetone and then with hot acetone. The solution was concentrated to afford a white solid. The solid was dissolved in minimum amount of hot acetone, precipitated by adding methyl tert-butyl ether (MTBE), after which the solution was cooled to -20C to complete precipitation of the solid. The product was collected as an off white solid 2a-o in 40-80% yield.

According to the analysis of related databases, 10602-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dubbaka, Srinivas Reddy; Nizalapur, Shashidhar; Atthunuri, Azmi Reddy; Salla, Manohar; Mathew, Thresen; Tetrahedron; vol. 70; 12; (2014); p. 2118 – 2121;,
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Extended knowledge of 10602-03-6

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. 10602-03-6, name is Ethyl 4-ethynylbenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C11H10O2

General procedure: A solution of 4,5-dibromo-1,2-disubstituted-1H-imidazole 2, 7a-e, or 8a (1 mmol) or 5-alkynyl-4-bromo-1,2-dimethyl-1H-imidazole, alkyne 3 (3 mmol or 1.5 mmol), Pd(MeCN)2Cl2 (10 mg, 0.04 mmol, 4 mol%), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (26 mg, 0.04 mmol, 4 mol%), and CuI (3 mg, 0.02 mmol, 2 mol%) in DMF (4.5 mL) and DBU (0.5 mL) was stirred at 80 C for 3 h. The reaction mixture was then diluted with EtOAc (100 mL) and sat. aq NH4Cl (100 mL) was added. The resulting mixture was stirred in the open air for 0.5 h and then extracted with EtOAc. The combined organic extractswere washed with H2O (3 25 mL) and brine (25 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel. This procedure was employed to prepare 1,2-dimethylimidazole-fused enediynes 5a-e, 2-aryl-1-methylimidazole-fused enediynes 9a-d, and 1,2-diarylimidazole-fused enediyne 10a (Table 2).

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:
Article; Lessi, Marco; Panattoni, Alessandro; Guglielmero, Luca; Minei, Pierpaolo; Bellina, Fabio; Synthesis; vol. 51; 4; (2019); p. 933 – 943;,
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