Brief introduction of 348-36-7

348-36-7, 348-36-7 Ethyl 5-fluoro-1H-indole-2-carboxylate 2727899, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348-36-7,Ethyl 5-fluoro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of ethyl 5-fluoro-2-indole,Diphenylphosphine oxide as a raw material,The reaction steps are as follows:To the reaction flask was added 0.102 g (0.5 mmol) of ethyl 5-fluoro-2-indole ethyl ester,Diphenylphosphine oxide 0.152(0.75 mmol), 0.201 g (0.75 mmol) of manganese acetate and 30 ml of acetic acid at 50 ¡ã C for 1 hour. After the reaction,The crude product was separated by column chromatography (petroleum ether: ethyl acetate = 4: 1) to give the title product (yield 91percent

348-36-7, 348-36-7 Ethyl 5-fluoro-1H-indole-2-carboxylate 2727899, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Soochow University (Suzhou); Zou Jianping; Xue Jianfei; Zhou Shaofang; Zhang Peizhi; (12 pag.)CN105037422; (2017); B;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

New learning discoveries about 348-36-7

348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 5-fluoro-1H-indole-2-carboxylate (2 g, 9.7 mmol) and 1H-pyrrole-2,5-dione (1.40 g, 14.4 mmol)were added to dry 1,2-dichloroethane (50 mL), and 46.5% BF3-Et2O (3.54 g, 11.6 mmol) was added toreaction mixture at 20 C. After the reaction mixture was stirred at 90 C, until the starting materialdisappeared in thin layer chromatography (TLC), the reaction mixture was distilled in vacuo, anddichloromethane (50 mL) was added to the mixture. The organic extract was washed twice withsaturated aqueous NaHCO3 and NaCl (20 mL) respectively, and the organic extract was dried overNa2SO4. After solvent was removed under vacuum, the product was purified as a white solid bysilica gel column chromatography, 1.62 g, yield 55%. 1H-NMR (400 MHz, DMSO-d6): = 12.00 (s, 1H,NH-indolyl), 11.31 (s, 1H, NH), 7.49-7.45 (m, 2H, H-indolyl), 7.18 (td, J = 9.2, 2.6 Hz, 1H, H-indolyl),4.82 (dd, J = 9.6, 6.6 Hz, 1H, CH), 4.33-4.27 (m, 2H, CH2), 3.08 (dd, J = 17.7, 9.6 Hz, 1H, CH?H?), 2.70(dd, J = 17.7, 6.6 Hz, 1H, CH?H?), 1.30 (t, J = 7.1 Hz, 3H, CH3). 13C-NMR (101 MHz, CD3OD): =182.17,180.15, 162.66, 160.66, 134.24, 129.01, 126.54, 119.11, 115.66, 114.82, 104.78, 62.19, 39.68, 39.37, 14.63.HRMS (ESI): m/z [M + H]+ calculated for C15H14O4N2F: 305.09321; found: 305.09290.

348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wen, Hui; Liu, Yuke; Wang, Shufang; Wang, Ting; Zhang, Gang; Chen, Xiaoguang; Li, Yan; Cui, Huaqing; Lai, Fangfang; Sheng, Li; Molecules; vol. 24; 11; (2019);,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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348-36-7, As the paragraph descriping shows that 348-36-7 is playing an increasingly important role.

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) To a solution of 5-fluoroindol-2-ethyl ester (200 mg, 0.965 mmol) in dimethylsulfoxide (6 mL) is added potassium tert-butylate (108 mg, 0.965 mmol) and the mixture is stirred at 50¡ã C. for 30 minutes. After cooling to room temperature bromoethane (0.081 mL, 1.06 mmol) is added and the mixture is stirred at room temperature for 2.5 hours. With cooling water is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water and saturated aqueous NaCl solution, dried over MgSO4 and the solvent is evaporated in vacuo to yield 200 mg of 1-ethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl ether (ESI mass spectrum: [M+H]+=236).

348-36-7, As the paragraph descriping shows that 348-36-7 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Anderskewitz, Ralf; Martyres, Domnic; Oost, Thorsten; Rist, Wolfgang; Seither, Peter; US2013/23576; (2013); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Analyzing the synthesis route of 348-36-7

348-36-7, 348-36-7 Ethyl 5-fluoro-1H-indole-2-carboxylate 2727899, aindole-building-block compound, is more and more widely used in various fields.

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6.1. Ethyl 2-(ethoxycarbonyl)-5-fluoro-alpha-methylene-1H-indole-3-acetate. A solution of 37.2 g (180 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate, 25.8 g (222 mmol) of ethyl pyruvate and 31 ml of concentrated sulphuric acid in 400 ml of acetic acid is stirred for 20 h. The solvent is evaporated under reduced pressure, the residue is taken up in water and ethyl acetate, the organic phase is separated, washed with a dilute aqueous ammonia solution and then with a saturated aqueous sodium chloride solution and dried over sodium sulphate, and the solvent is evaporated under reduced pressure. 37.1 g (122 mmol) of solid product are obtained, which product is used as is in the following stage.

348-36-7, 348-36-7 Ethyl 5-fluoro-1H-indole-2-carboxylate 2727899, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Synthelabo; US6075021; (2000); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.1. ethyl 5-fluoro-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylate A solution of 5.5 g (21.72 mmol) of 1,1′-azodicarbonyl-dipiperidine, in solution in 15 ml of dry toluene, is added, under argon at 20¡ã C., dropwise, to a solution of 3 g (14.48 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate, 2.37 g (21.72 mmol) of 4-pyridylcarbinol and 5.45 ml (21.72 mmol) of n-tributylphosphine in 200 ml of toluene. The mixture is stirred at 20¡ã C. for 48 h. The reaction mixture is subsequently concentrated under reduced pressure. The residue is purified by silica column chromatography (eluent: heptane/ethyl acetate). 3.2 g of the expected product are thus isolated, which product is used as it is in the subsequent synthesis.

348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2009/42873; (2009); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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As the paragraph descriping shows that 348-36-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348-36-7,Ethyl 5-fluoro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

60percent Sodium hydride (197mg, 4.96mmol) was dissolved in 17mL of N, N-dimethylformamide, cooled down to 0¡ãC, ethyl 5-fluoro-1H-indole-2-carboxylate 11b (857mg, 4.14mmol) was added, stirred until there’s no bubbles generated, phenylsulfonyl chloride (0.59mL, 4.59mmol) was added dropwise to be dissolved in 3 mL of N, N-dimethylformamide solution, and the reaction was carried out in an ice bath for 1 hour after the completion of addition. 50mL of water and 100mL of ethyl acetate were added to the reaction solution, the pH was adjusted to neutral with saturated sodium bicarbonate solution. The organic phase was washed with water (50mL*3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing agent: system C) to obtain ethyl 5-fluoro-1-(phenylsulfonyl)-1H-indole-2-carboxylate 11c (1.40g, pale yellow solid), yield: 97.5percent. MS m / z (ESI): 347.9 [M + 1]

As the paragraph descriping shows that 348-36-7 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (2018); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles