Category: benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,57319-65-0

Example 68; 2-(3-Oxo-l,3-dihydro-isobenzofuran-5-yIcarbamoyl)-pyrrolidine-l-carboxylic acid benzyl ester (Compound 6068)Using General Procedure C from 0.075 g (0.5 mmol) of 6-Amino-3H- isobenzofuran- 1 -one. MS : 381.1 (M+H4). General Procedure C; A mixture of (S)-Pyrrolidine-l,2-dicarboxylic acid 1-benzyl ester (F.W. = 249.27, 0.15 g, 0.6 mmol), HATU (F.W. = 380.25, 0.209 g, 0.55 mmol), and DIEA (0.1 mL, 0.76 mmol) in DMF (5 mL) was stirred at room temperature for 1 h.. This mixture had to be prepared each time for the reactions of the amines described in the following Examples. The individual mixtures were stirred at room temperature for 20 h., then filtered and separated by reverse phase HPLC (20-100% of buffer B; buffer A: water containing 0.1% TFA; buffer B: MeCN containing 0.1%TFA). The combined fraction was evaporated to dryness to furnish the desired products.

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENELABS TECHNOLOGIES, INC.; WO2007/70556; (2007); A2;,
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54008-77-4, 2-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54008-77-4

Tert-butyl 4-(benzofuran-2-yl)benzoate. To a solution of tert-butyl 4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl) benzoate (1.0 g, 3.3 mmol), 2-bromobenzofuran (0.64 g, 3.3 mmol) and tetrakis(triphenylphosphine) palladium(O) (0.5 g, 0.4 mmol) in a mixed solution of 1 ,4-dioxane (20 mL) and water (2.0 mL) was added sodium carbonate(1.0 g, 7.2 mmol). The reaction mixture was stirred at 90C under nitrogen for 12 hours. After the reaction, it was allowed to cool to room temperature, and concentrated in vacuo, then diluted with ethyl acetate (100 mL), washed with water (100 mL). The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/ petroleum ether = 1 :20) to give the pure product tert- butyl 4-(benzofuran-2-yl)benzoate as a white solid(0.65 g, 67%). 1H NMR (300 MHz, CDC13): delta 8.06 (d, J= 8.7 Hz, 2H), 7.90 (d, J= 8.4 Hz, 2H), 7.62-7.53 (m, 2H), 7.32-7.25 (m, 2H), 7.14 (s, 1H),1.62 (s, 9H).

The synthetic route of 54008-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
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496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,496-41-3

General procedure: A mixture of the corresponding carboxylic acid (12.3mmol) and thionyl chloride (6 ml, 83 mmol) in 40 ml of dry dichloromethane (DCM) was stirred under reflux for 6 h. After cooling to room temperature, DCM and excess thionyl chloride were evaporated under reduced pressure. The residue was treated without further purification.

The synthetic route of 496-41-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sweidan, Kamal; Engelmann, Joern; Rayyan, Walid Abu; Sabbah, Dima; Zarga, Musa Abu; Al-Qirim, Tariq; Al-Hiari, Yusuf; Sheikha, Ghassan Abu; Shattat, Ghassan; Letters in drug design and discovery; vol. 12; 5; (2015); p. 417 – 429;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3199-61-9,Ethyl benzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.,3199-61-9

General procedure: To ethyl-1-benzofuran-2-carboxylate (2) (1mmol) containing ethanol was added water (2:1, 30mL) and otassium hydroxide (2mmol). The mixture refluxed for 2h. The reaction was monitored by thin layer chromatography. After completion of the reaction, the reaction mixture was decanted into ice water and extracted the ethyl acetate ayer to give target compounds 3a and 3b. 4.1.2.1. Benzofuran-2-carboxylic acid (3a) White crystal; yield: 85%; mp 190C [mp lit. 191-192C] [50]; 1H NMR (500MHz, DMSO-d6): 7.35 (t, J=7.5Hz, 1H, H5-benzofuran), 7.50 (t, J=7.5Hz, 1H, H6-benzofuran), 7.66 (s, 1H, H3-benzofuran), 7.69 (d, J=8.5Hz, 1H, H7-benzofuran), 7.79 (d, J=7.5Hz, H4-benzofuran), 13.5 (bs, 1H, -OH).

The synthetic route of 3199-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Abedinifar, Fahimeh; Farnia, S. Morteza F.; Mahdavi, Mohammad; Nadri, Hamid; Moradi, Alireza; Ghasemi, Jahan B.; Kuecuekk?l?nc, Tuba Tueylue; Firoozpour, Loghman; Foroumadi, Alireza; Bioorganic Chemistry; vol. 80; (2018); p. 180 – 188;,
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28418-88-4, 4-Iodoisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,28418-88-4

A solution of 3.5 g of 4-heptafluoro-isopropyl-2-methylaniline in 3 ml of acetonitrile was slowly dropped into a suspension of 3.5 g of 1-iodophthalic anhydride in 30 ml of acetonitrile under ice-cooling. After completion of the dropwise addition, the reaction was carried out with stirring at room temperature for 3 hours. After completion of the reaction, the crystals precipitated were collected by filtration and washed with a small volume of acetonitrile to obtain 4.0 g of the desired compound. [0086] Physical property: m.p. 174-181 C. Yield: 57%.

The synthetic route of 28418-88-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tohnishi, Masanori; Kohno, Eiji; Nakao, Hayami; Nishida, Tateki; Furuya, Takashi; Shimizu, Toshiaki; Seo, Akira; Sakata, Kazuyuki; Fujioka, Shinsuke; US2004/9982; (2004); A1;,
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25834-16-6,25834-16-6, 1,3-Isobenzofurandione, 4,7-dibromo is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4.7- dibromoisobenzofuran- l ,3-dione (34d) (1.6 g, 5.23 mmol), urea (0.47 g, 7.86 mmol) and xylene (15 ml) were mixed together and heated in a microwave for 30 min at 150C. The resulting reaction mixture was cooled at room temperature and the precipitate so obtained was filtered, washed with water and dried under reduced pressure to afford 4,7-dibromoisoindoline- l ,3-dione (34e) ( 1 g, 62.5%) as a solid. MS (EI) m/z: 305.9 (M+ l). ? NMR (400 MHz, DMSO): 8 1 1.69 (s, 1H), 7.86 (d, J = 8.4 Hz, 2H)..

The synthetic route of 25834-16-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUPIN LIMITED; KUKREJA, Gagan; PHUKAN, Samiron; KODAM, Jawahar; MORE, Dattatray, Maruti; URAVANE, Mahesh, Vilas; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2013/5157; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

Step A: Preparation of 5-Methoxy-2-sulfamoylbenzo[b]furan A solution of 5-methoxybenzo[b]furan (10.8 g, 73 mmol) in 100 ml of dry THF was cooled to -65 C. A 1.6M solution of n-butyllithium in hexane (50 ml, 80 mmol) was added rapidly, dropwise, such that the temperature did not exceed -55 C. After 15 minutes at -55 C. sulfur dioxide gas was passed into the reaction flask until an aliquot removed from the flask and dissolved in water was no longer basic to pH paper. Hexane (100 ml) was added to precipitate the product. After warming to room temperature, the product was isolated by filtration. The crude product was dried under low vacuum for 18 hours at room temperature, yielding 15.6 g (98%) of a tan powder. The dry sulfinate salt so obtained was suspended in 150 ml CH2 Cl2 and cooled to 5 C. prior to adding 10.7 g of N-chlorosuccinimide (80 mmol). Stirring was continued for 15 minutes at 5 C. and the cooling bath was removed. After an additional 15 minutes the suspension was filtered through a pad of filter aid. Evaporation of the solvent furnished 17.2 g of sulfonyl chloride as a brown solid. This material was dissolved in 50 ml of dry acetone and added over a 1 minute period to a chilled (5 C.) stirring solution of 15 ml NH4 OH in 150 ml acetone. After 30 minutes the solvent was evaporated. The residue was partitioned between water and ethyl acetate. The organic phase was washed with brine and dried (Na2 SO4). Evaporation left 17.2 g of brown solid. The pure compound was obtained by recrystallization from dichloroethane; m.p. 119-120 C. Analysis calculated for C9 H9 NO4 S: C, 47.57; N, 6.16; H, 3.99; Found: C, 47.52; N, 6.14; H, 4.02. ‘H NMR (d6 -acetone) 7:7.50 (1H, d, J=9), 7.30 (1H, s), 7.25 (1H, d, J=3), 7.1 (1H, dd, J=9, 3), 3.83 (3H, s).

As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; Merck & Co., Inc.; US4544667; (1985); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3199-61-9,Ethyl benzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of ethyl benzofuran-2-carboxylate 1 (3.80g, 20mmol), and hydrazine monohydrate (3mL, 61.5mmol) in EtOH (5mL) was refluxed for 3h. After cooling the formed precipitate was filtered off, washed with water (5¡Á10mL) dried and used without further purification. Yield 85%. Mp 190-192C (lit. 190-194C [47]). 1H NMR (DMSO-d6): delta 4.56 (s, 2H, NH2), 7.31 (m, 1H, Ar), 7.42 (m, 1H, Ar), 7.50 (s, 1H, Ar), 7.63 (d, J=8.5Hz, 1H, Ar), 7.74 (d, J=8.0Hz, 1H, Ar), 10.00 (s, 1H, NH). IR (Nujol) 3322, 3184, 1661, 1601cm-1m/z 177 (M+H)+. Anal. Calcd for C9H8N2O2: C, 61.36; H, 4.58; N, 15.90. Found: C, 61.29; H, 4.59; N, 15.93.

As the paragraph descriping shows that 3199-61-9 is playing an increasingly important role.

Reference£º
Article; Baldisserotto, Anna; Demurtas, Monica; Lampronti, Ilaria; Moi, Davide; Balboni, Gianfranco; Vertuani, Silvia; Manfredini, Stefano; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 118 – 125;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.569-31-3,6,7-Dimethoxy-3H-1-isobenzofuranone,as a common compound, the synthetic route is as follows.

A solution of Compound 31a (6.31 g, 32.5 mmol) in acetonitrile (60 mL) was added NCS (4.77 g, 35.7 mmol) . After stirring at 60 C for 1 hour, the insoluble matter was collected by filtration, so as to yield compound 31b. Yield: 6.15 g, (83%) 1H-N R (CDC13) delta: 3.91 (3H,’s), 4.09 (3H, s) , 5.15 (2H, s), 7.16 (1H, s) .

As the paragraph descriping shows that 569-31-3 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; SHIONOGI & CO., LTD.; LIAO, Xiangmin; PEARSON, Neil, David; PENDRAK, Israil; THALGI, Reema; YAMAWAKI, Kenji; YOKOO, Katsuki; SATO, Jun; KUSANO, Hiroki; AOKI, Toshiaki; WO2014/68388; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196799-45-8,2,3-Dihydrobenzofuran-7-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Et3N (1.0 equiv) was added to a suspension of 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride (2C-B*HCl, 1.0 mmol) and the required aldehyde (1.1 equiv) in EtOH (10 mL) and the reaction was stirred until formation of the imine was complete according to TLC or GC (between 30 min and 3 h depending on the aldehyde). NaBH4 (2.0 mmol) was then added and the reactionwas stirred for another 30 min. The reaction mixture was concentratedunder reduced pressure and the residue was partitioned between CH2Cl2 and water (30 mL, 1:1). The organic layer was isolated and the aqueous layer was extracted with CH2Cl2 (2 x 15 mL). The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2/MeOH/NH3 98:2:0.04). The purified free base was dissolved in EtOH (2 mL) and HCl (1 M in EtOH, 2 mL) was added and the resulting solution was diluted with Et2O until a precipitate was formed. The crystals were collected by filtration and dried under reduced pressure to provide the desired products.

As the paragraph descriping shows that 196799-45-8 is playing an increasingly important role.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
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Benzofuran | C8H6O – PubChem