Category: benzofuran

87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Bromoisobenzofuran-1(3H)-one (20a) In a 100 mL round bottom flask was dissolved isobenzofuran-1(3H)-one (4.01 g, 29.9 mmol) in trifluoroacetic acid (14 mL, 182 mmol) and sulfuric acid (6.5 mL, 122 mmol). N-Bromosuccinimide (7.95 g, 1.49 mmol) was added portionwise over 8 hours and the solution was stirred at room temperature for an additional 87 hours. The solution was diluted with water (40 mL) and ethyl acetate (40 mL). The pH of the aqueous layer was neutralized with 1M aq. NaOH and sat. aq. NaHCO3. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3*50 mL). The combined organic layers were washed with brine (25 mL), dried over Na2SO4, and concentrated on to silica. The crude product was then purified by flash column chromatography using 10-20% ethyl acetate in hexanes to yield 20a as white solid in 57% yield. 1H NMR (500 MHz, CDCl3) delta 7.98 (d, J=1.5 Hz, 1H), 7.77 (dd, J=8.3, 1.5 Hz, 1H), 7.40 (d, J=8.3 Hz, 1H), 5.27 (s, 2H). LCMS found 212.9 [M+H]+.

87-41-2, As the paragraph descriping shows that 87-41-2 is playing an increasingly important role.

Reference£º
Patent; Northeastern University; POLLASTRI, Michael P.; MEHTA, Naimee; DEVINE, William; WOODRING, Jennifer; SWAMINATHAN, Uma; US2015/259331; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17403-47-3,5-Nitro-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

A mixture of 21 (6.3 g, 38.1 mmol) and 10% palladium on carbon (1.0 g) in EtOH (50 mL) and THF (50 mL) was stirred under an atmosphere of H2 (1 atm) at room temperature for 13 h. The catalyst was removed by filtration, and then the filtrate was concentrated. The residue was purified by flash chromatography on SiO2 with a gradient eluent of 0-10% MeOH/EtOAc to provide 22 (4.63 g, 90%) as a pale brown powder; 1H NMR (CDCl3) delta: 3.12 (2H, t, J = 8.6 Hz), 3.37 (2H, s), 4.49 (2H, t, J = 8.6 Hz), 6.43-6.47 (1H, m) 6.57-6.61 (2H, m); Anal. Calcd for C8H9NO: C, 71.09; H, 6.71; N, 10.36. Found: C, 70.92; H, 6.60; N, 10.09.

17403-47-3, The synthetic route of 17403-47-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shirai, Junya; Yoshikawa, Takeshi; Yamashita, Masayuki; Yamamoto, Yasuharu; Kawamoto, Makiko; Tarui, Naoki; Kamo, Izumi; Hashimoto, Tadatoshi; Ikeura, Yoshinori; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6430 – 6446;,
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Benzofuran | C8H6O – PubChem

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.

To a stirred solution of EtONa (154 kg) in DMF (989 kg) was added EtSH (68.6 kg) at an inner temperature ?35 under nitrogen protection. The mixture was stirred for 6090min at the inner temperature ?35. 5-Methoxybenzofuran (58.75 kg) in DMF (55.0 kg) was added. The mixture was heated to 110-130, stirred for 45hrs, and then concentrated under vacuum below 90. After the mixture was cooled to 1020, 2N HCl (1326 kg) was added dropwise, followed by addition of EtOAc (531 kg) and H2O2(129 kg) at the inner temperature ?35. The mixture was stirred for 3060min. After separation of the organic layer, the aqueous phase was extracted with EtOAc. The combined organic phase was washed with saturated brine twice, and then the solvent was evaporated to dryness. MeOH and a solution of NaOH (44.5 kg) in water (185 kg) were added dropwise into the residue below 40. The mixture was stirred for 5-7 hrs at 3040. Active carbon (74 kg) wet up with water (77 kg) was added. The mixture was stirred for 4-6 hrs at 3040 and filtered and the filter cake was washed with MeOH and water. DCM was charged into the filtrate and pH was adjusted to 1 with 35aq. HCl below 40. The aqueous phase was extracted with DCM, and the organic phase was washed with 25NaCl and concentrated below 40 . The residue was used in the next step directly.1H NMR (400 MHz, DMSO-d6) delta 9.14 (s, 1H) , 7.86 (d, J 2.0 Hz, 1H) , 7.36 (d, J 8.8 Hz, 1H) , 6.94 (d, J 2.4 Hz, 1H) , 6.79 (dd, J 2.0, 0.9 Hz, 1H) , 6.74 (dd, J 8.8, 2.4 Hz, 1H) ppm. MS: M/e 135 (M+1)+.

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

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (86 pag.)WO2016/165626; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.,77095-51-3

e) Example 3.5 (10 mmol) was mixed with EDC (2.11 g, 11 mmol), ) N, N-dimethylaminopyridine (“DMAP”, 0.1 g), triethylamine (2.02 g) and Example 1.11 (1.62g, 10 mmol) in anhydrous DMF (50 mL). After 15 hours at room temperature, the reaction mixture was diluted with ethyl acetate (200 mL), washed with water (30 mL, 3 times), dried with anhydrous magnesium sulfate and filtered. The residue after concentration of the filtrate was purified by column eluting with 10-30% ethyl acetate in hexane to give the title compound (3.7 g, 92%) : ESI-MS (m/z) : (M+1) 213.1.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); A1;,
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77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,77095-51-3

100 mL of DCM were added to the Compound lll-HCI solution in DMSO as obtained in step A-example 2) and the mixture was cooled to 0 – 5 C. Benzofuran-6-carboxylic acid solution obtained in section A was added dropwise maintaining the temperature below 5 C. The mixture was stirred at 0 – 5 C for 2 h. (0194) After reaction completion 850 mL of water and 850 mL of DCM were added maintaining the temperature below 10 C. After phase separation the aqueous phase was extracted with 400 mL of DCM. Organic phases were mixed and washed three times with 400 mL of water. The organic phase was distilled to almost dryness, 470 mL of acetone were added and then the remaining DCM was distilled. The solution was filtered through a 0,2 muetaeta filter. 240 mL of water were added and then dicyclohexylamine was added until pH = 8.3. The mixture was stirred at 20 – 25 C for 16 h and then cooled to 0 – 10 C and stirred for additional 25 h. The product was filtered, then washed twice with 200 mL of water and dryed in the oven at 50 C. Yield: 65% HPLC purity: 99% Chiral HPLC purity > 99.5%

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTERQUIM, S.A.; BERZOSA RODRIGUEZ, Xavier; MARQUILLAS OLONDRIZ, Francisco; (38 pag.)WO2019/20580; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of the bromo methyl seco compound prepared in step A in DMF was added EDC (10mg, 0.054mMoles) and 5-Nitro benzofuran carboxylic acid (12mg, 0.054 mMoles) and allowed to stir for 6 hours. To this reaction mixture was then added ethyl acetate and brine. The combined organic layers were concentrated after three extractions with ethyl acetate. And filterd over silica gel using MeOH/DCM with increasing amounts of MeOH The product was confirmed by Mass Spec, M+1 = 530, 10242-12-3

As the paragraph descriping shows that 10242-12-3 is playing an increasingly important role.

Reference£º
Patent; MEDAREX, INC.; WO2005/112919; (2005); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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, A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 230 mg (1.54 mM) of 6-Aminophthalide and 161 mg of pyridine hydrochloride in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100C, then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80C to yield 535 mg of 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile as a white solid: mass spectrum (electrospray, m/e): M+H 390.1, mp = 280-284C.

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

Reference£º
Patent; Wyeth Holdings Corporation; EP1117659; (2003); B1;,
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24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection conditions, 5 mL of anhydrous dichloromethane was added3-methylbenzofuran-2-carboxylic acid (19 mg, 0.11 mmol)After stirring at room temperature, HOBt (18 mg, 0.13 mmol) was added,After stirring for 10 minutes, EDC ¡¤ HCl (25 mg,0.13 mmol) followed by the addition of compound III-8-a of Example 6(50 mg, 0.17 mmol) and DIPEA (0.04 mL, 0.22 mmol)TLC after 12 hours showed complete reaction,The reaction solution was washed with 5% NaHCO3 solution, 10% citric acid solution,5% NaHCO3 solution and saturated brine,Adding to the organic phase anhydrous sodium sulfate drying, drying and filtering,The solvent was removed using a rotary evaporator and the product was added directly to 5 mL of methanol,After stirring at room temperature, 2-methylpropylboronic acid (22 mg, 0.22 mmol) was added5 mL of n-hexane, followed by the addition of 1 M HCl solution (0.33 mL, 0.33 mmol)After 5 hours, the TLC assay showed complete reaction, the reaction solution was allowed to stand,The lower layer was washed with n-hexane, dried over anhydrous sodium sulfate,Drying after filtration, the use of rotary evaporator in addition to solvent,Column chromatography (dichloromethane: methanol = 60: 1) gave 16 mg of a white solid,Yield 50%.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Shao Liming; Xu Yulong; Chen Yiyi; Li Wei; Xie Qiong; (36 pag.)CN107151255; (2017); A;,
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6940-49-4, 3-Bromophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a 50mL round-bottom flask containing 5mL acetone,anhydrous K2CO3 (0.5mmol), compound 2 (0.5mmol) andsubstituted phenol or benzenethiol (0.5mmol) were addedand reacted at room temperature under N2. When the reactionwas complete (TLC control), the organic solvent wasremoved, followed by addition of water (20mL). The solutionwas extracted with ethyl acetate (EtOAc) (3¡Á30mL).Finally, the resulting organic phases was washed withbrine, dried over anhydrous Na2SO4 and evaporated underreduced pressure. The crude material was purified bysilica gel column chromatography to give desired products3a-j and 4a-m, which were characterized by 1H NMR, 13CNMR and HRMS.

6940-49-4, As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Article; Fan, Lingling; Luo, Bilan; Luo, Zhongfu; Zhang, Li; Fan, Judi; Xue, Wei; Tang, Lei; Li, Yong; Zeitschrift fur Naturforschung, B: Chemical Sciences; (2019);,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69604-00-8,Ethyl 5-nitrobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

69604-00-8, Ethyl 2-nitrobenzofuran-2-carboxylate (23.5 g) prepared according to Example 4 was added to a reaction flask, 200 ml of ethanol was added, 3 g of 5% palladium carbon was added, and the mixture was replaced with hydrogen 3 times.The hydrogen pressure was controlled to be 0.4-0.5 MPa, hydrogenation reaction was performed at 30 C. for 3 hours, the reaction was completed, and the reaction was filtered. The filtrate was concentrated under reduced pressure to dryness to obtain 19.5 g of 5-aminobenzofuran-2-carboxylic acid ethyl ester.Yield 95.1%, purity 98.8%.

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Lianyungang Hengyun Pharmaceutical Co., Ltd.; Dong Shuqiu; Feng Ruimao; Zhang Qingjie; (8 pag.)CN107540646; (2018); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem