Category: 10602-06-9

Related Products of 10602-06-9,Some common heterocyclic compound, 10602-06-9, name is Methyl 3-ethynylbenzoate, molecular formula is C10H8O2, 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 75: Synthesis of 3-[2-(l,3-thiazol-4-yl)ethynyl]benzoic acid: 3-[2-(l,3-thiazol-4-yl)ethynyl]benzoic acid. A mixture of 3-ethynyl-l-yl- benzoic acid methyl ester (40 mg, 0.25 mmol), 4-bromo-thiazole (82 mg, 0.5 mmol), palladium tetrakis-triphenylphosphine (29 mg, 0.025 mmol) and copper iodide (9.5 mg, 0.05 mmol), potassium carbonate (69 mg, 0.5 mmol) in 1,2- dimethoxyethane/water (1 mL/0.3 mL) was degassed with N2 for 5 minutes and then heated at 60 C for 4 hours. After cooling to ambient temperature, the crude mixture was filtered through celite and washed with dichloromethane. The filtrate was concentrated and purified by preparative thin layered chromatography eluting with ethyl acetate/hexane (30%) to give the ester intermediate. To this intermediate in tetrahydrofuran/methanol (1 mL/0.2 mL) was added sodium hydroxide solution (2 N in water, 0.2 mL, 0.4 mmol) and the solution was stirred at room temperature for 18 hours. 1 N hydrochloric acid aqueous solution was added dropwise until pH = 1 and the reaction mixture was purified through preparative HPLC to give 18 mg (22% for 2 steps) of the pure product as a white solid. FontWeight=”Bold” FontSize=”10″ H NMR (300MHz, DMSO) delta = 13.2 (br. s., 1H), 9.18 (d, J=2.1 Hz, 1H), 8.19 (d, J=1.8 Hz, 1H), 8.05 (t, J=1.5 Hz, 1H), 7.98 (td, J=1.4, 7.8 Hz, 1H), 7.81 (td, J=1.4, 7.8 Hz, 1H), 7.57 (t, J=7.8 Hz, 1H). LCMS (ESI) mlz 230.0 (M+l)+. Example 77: Synthesis of 3-[2-(lH-indol-5-yl)ethynyl]benzoic acid: 3-[2-(lH-indol-5-yl)ethynyl]benzoic acid was prepared by the same procedure as example 75. NMR (300MHz, CDC13) delta = 9.30 (br. s., 1H), 8.23 (t, J=1.8 Hz, 1H), 7.98 (td, J=1.5, 7.9 Hz, 1H), 7.87 (d, J=0.9 Hz, 1H), 7.72 (td, J=1.3, 7.9 Hz, 1H), 7.47 – 7.23 (m, 4H), 6.59 – 6.50 (m, 1H). LCMS (ESI) mlz 262.0 (M+l)+.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE WISAR INSTITUTE OF ANATOMY AND BIOLOGY; MESSICK, Troy, E.; SMITH, Garry, R.; REITZ, Allen, B.; LIEBERMAN, Paul, M.; WO2015/73864; (2015); A1;,
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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. 10602-06-9, name is Methyl 3-ethynylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 10602-06-9

General procedure: CuCl (0.04 mmol), 2,4,6-trimethylpyridine (0.4 mmol), trifluoromethylating reagent 2a (0.24 mmol) and terminal alkynes (0.2 mmol) were added to a Schlenk tube which was equipped with a stirring bar. DMAc (1 mL) was added under argon atmosphere to this tube. After the addition of all materials, the reaction mixture was kept for 24 h at 30 C. After the reaction, ethyl acetate was added. The organic layer was separated, and washed with water. The combined organic extracts were washed with brine, and dried over MgSO4. After evaporation of the solvent, the crude product was purified by chromatography on silica gel to give the product.

According to the analysis of related databases, 10602-06-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Luo, Dong-Fen; Xu, Jun; Fu, Yao; Guo, Qing-Xiang; Tetrahedron Letters; vol. 53; 22; (2012); p. 2769 – 2772;,
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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. 10602-06-9, name is Methyl 3-ethynylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 3-ethynylbenzoate

General procedure: To a solution of 9 (9.1 mmol) in THF (18 mL) at room temperature were added alkyne S4-6 (2.0 mL, 14 mmol), PdCl2(PPh3)2 (320 mg, 0.46 mmol), CuI (174 mg, 0.92 mmol) and Et3N (2.5 mL, 18 mmol). After being stirred at room temperature for 1 h, the reaction mixture was quenched with saturated aqueous NH4Cl. The mixture was extracted with AcOEt, washed with saturated aqueous NH4Cl, H2O and brine, dried over Na2SO4, and concentrated. The residue was purified with flash column chromatography to give 10. To a solution of 10 (50 mmol) in MeOH/AcOH (9/1, 1.0 mL) was added Pd(OH)2/C (20%, 35 mg). After being stirred under H2 at room temperature for 5 h, the mixture was filtered through a pad of Celite. The residue was washed with MeOH, and the filtrate was concentrated. The resulting solid was dissolved in 10 mM aqueous monoethanolamine, and purified with high performance liquid chromatography (column: Asahi-pak ODP-50 10E 10 x 250 mm; flow rate 2.0 mL/min; 0-20% MeCN/10 mM monoethanolamine-AcOH pH 9 buffer; detection: UV 254 nm) to give 4a, 4v, 4w, 4dd, 5q-s, 5z, 5aa, 5cc or 6a as monoethanolamine salt.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inaoka, Daniel Ken; Iida, Maiko; Honma, Teruki; Harada, Shigeharu; Nara, Takeshi; Balogun, Emmanuel Oluwadare; Kita, Kiyoshi; Hashimoto, Satoshi; Tanaka, Akiko; Kita, Kiyoshi; Tabuchi, Toshiyuki; Kuranaga, Takefumi; Inoue, Masayuki; Bioorganic and Medicinal Chemistry; vol. 25; 4; (2017); p. 1465 – 1470;,
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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. 10602-06-9, name is Methyl 3-ethynylbenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C10H8O2

General procedure: The alkyne (6 or 7, 1.24 mmol) was dissolved in tert-butanol(10 mL) and added to a water solution (10 ml) of N,N-Dimethyl-N-(3-azidopropyl)amine hydrochloride(226 mg, 1.37 mmol), copper (II) sulphate pentahydrate (31 mg, 10% mol) and sodium ascorbate (246 mg,1.24 mmol). The resulting mixture was stirred for 24 h, at r.t. The organic solvent was removed undervacuum and the residue was diluted with saturated NaHCO3 (10 mL) and extracted with DCM(3 x 20 mL). The combined organic phases were dried over Na2SO4 and the solvent was removedunder reduced pressure. The crude was purified by flash chromatography (CHCl3/MeOH 95:5).

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; Tassinari, Martina; Lena, Alberto; Butovskaya, Elena; Pirota, Valentina; Nadai, Matteo; Freccero, Mauro; Doria, Filippo; Richter, Sara N.; Molecules; vol. 23; 8; (2018);,
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Synthetic Route of 10602-06-9, A common heterocyclic compound, 10602-06-9, name is Methyl 3-ethynylbenzoate, molecular formula is C10H8O2, 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. Under the conditions of example 5A, 9.2 g of 3-(3-hydroxy-6-iodo-2-pyridyl)-propionic acid methyl ester is reacted with 4.8 g of 3-ethinylbenzoic acid methyl ester, worked up, and the crude product is chromatographed on silica gel with hexane/0-20% ethyl acetate. 4.7 g of 3-{3-hydroxy-6-[2-(3-methoxycarbonylphenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester of melting point 125-127 C. is obtained. IR(CHCl3): 3250 (broad), 2950, 1718, 1453, 1435, 1258, 1098, 1010 cm-1.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Aktiengesellschaft; US5624943; (1997); 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. 10602-06-9, name is Methyl 3-ethynylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 10602-06-9

General procedure: Azide 13 (300 mumol), alkyne (750 mumol), CuSO4 (9.6 mg, 60 mumol) and sodium ascorbate (60.0 mg, 300 mumol) were dissolved in 1:1 t-BuOH/H2O (3 mL). The mixture was stirred for 2 h at rt. After the completion of the reaction, the mixture was filtered and washed with H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 * 70 mL). The combined organic extracts were dried over anhyd MgSO4, filtered, and concentrated by rotary evaporation (residue B). The solid A and residue B were combined and purified by column chromatography to afford 8 or 9.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Song, Doohee; Park, Yunjeong; Yoon, Jieun; Aman, Waqar; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4855 – 4866;,
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Ester – an overview | ScienceDirect Topics