Heterocyclic Building Block-benzofuran

253429-31-1, 7-Bromo-4-fluorobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 57 A mixture of 7-bromo-4-fluoro-1-benzofuran (5.30 g), zinc cyanide (1.74 g), tetrakis(triphenylphosphine)palladium(0) (2.85 g), and N,N-dimethylformamide (160 mL) was stirred at 100C for 2.5 hours under argon atmosphere. After cooling to room temperature, the reactant was poured into water and extracted with ethyl acetate. Insolubles were filtered off using celite. The organic layer was washed with brine, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain 4-fluoro-1-benzofuran-7-carbonitrile (3.63 g). 1H-NMR (300 MHz, CDCl3) delta: 6.96 (1H, d, J=2.4 Hz), 7.03 (1H, d, J=8.7 Hz), 7.60 (1H, dd, J=8.7 and 5.1 Hz), 7.74 (1H, d, J=2.4 Hz). IR (KBr) 2232, 1497, 1271 cm-1, 253429-31-1

As the paragraph descriping shows that 253429-31-1 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28418-88-4,4-Iodoisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

(3-1). Production of 3-iodo-N-(4-heptafluoroisopropyl-2-methylphenyl)phthalimide To a suspension of 2.7 g of 3-iodophthalic anhydride in 30 ml of acetic acid was added 2.7 g of 4-heptafluoroisopropyl-2-methylaniline, and the resulting mixture was heated under reflux for 3 hours. After completion of the reaction, the solvent was distilled off under reduced pressure from the reaction mixture, and the resulting residue was purified by silica gel column chromatography to obtain 4.8 g of the desired compound. Yield: 89%.

28418-88-4, 28418-88-4 4-Iodoisobenzofuran-1,3-dione 282071, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Nihon Nohyaku Co., Ltd.; EP1241159; (2002); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

The 2-position of the 6-bromobenzofuran (3.8 g) was protected with a trimethysilyl group as described in Example 5, to provide 2.4 g of 2-trimethylsilyl-6-bromobenzofuran., 128851-73-0

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5169860; (1992); 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: Amine (1.05 Equiv) was added to Isatoic anhydride (1.0 Equiv) in water (4.0mL) and PEG400 (1.0mL) at RT and stirred for 1-2 hr. Upon completion of SM by TLC, added 3-bromoisobenzofuran-1(3H)-one (1.1 Equiv) and warm the reaction mixture to 90-95 C and maintained for 10-14 h. After completion of the reaction, cool the reaction mass up to 25-30 C and product was filtered and further purified via column chromatography through silica gel stationary phase and Ethyl acetate & Heptane mixture as eluent., 6940-49-4

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

Reference£º
Article; Madhubabu; Shankar; Reddy, G. Rajeshwar; Rao, T. Srinivasa; Basaveswara Rao, Mandava V.; Akula, Raghunadh; Tetrahedron Letters; vol. 57; 46; (2016); p. 5033 – 5037;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dione hydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90 oC overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mL with water, and subsequently cooled on ice for 30 min. The resulting slurry was transferred to a 50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 min. The supernatant was discarded and the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2Cl2:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%).1H NMR (400 MHz, DMSO-d6) delta 11.07 (s, 1H), 7.65 (dd, J = 8.4, 6.8 Hz, 1H), 7.31 (d, J = 6.8 Hz, 1H), 7.24 (d, J = 8.4 Hz, 1H), 5.06 (dd, J = 12.8, 5.4 Hz, 1H), 2.94- 2.82 (m, 1H), 2.64- 2.43 (m, 2H), 2.08- 1.97 (m, 1H); MS (ESI) calcd for C13H11N2O5 [M+H]+ 275.07, found 275.26.

37418-88-5, 37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28281-76-7,5-Methoxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

28281-76-7, Triphenylphosphine (1.3 g, 5.1 mmol) was dissolved in 6 ml of THF, which was cooled down to 0 C. under nitrogen gas. THF (5.0 ml) solution containing CBr4 (0.84 g, 2.5 mmol) dissolved therein was added thereto, followed by stirring until the color of the solution turned yellow. After the color change, TEA (0.91 ml, 5.1 mmol) was added drop by drop for 5 minutes, to which THF (1 ml) solution containing the compound prepared in step 4 above (0.15 g, 0.85 mmol) dissolved therein was added gradually. The reaction solution was stirred at 0 C. for 30 minutes. Then, the temperature of the reaction solution was adjusted to room temperature, followed by stirring for overnight. The reaction was quenched with a saturated NH4Cl aqueous solution. When the phases were separated, the water layer was extracted by using hexane. The combined organic layer was concentrated under reduced pressure. The obtained residue was dissolved in ethoxyethane and filtered through a celite pad. The obtained solution was concentrated by rotary evaporation and purified by flash column chromatography. As a result, a target compound was obtained (0.077 g, 27%). NMR graphs of the obtained target compound are shown in . The upper graph of is a graph showing the results of 1H NMR of Example 7, and the lower graph of is a graph showing the results of 13C NMR of Example 7. 1H NMR (DMSO-d6, 500 MHz) delta 7.91 (d, J=8.5 Hz, 1H), 7.76 (s, 1H), 7.32 (d, J=7.0 Hz, 1H), 3.93 (s, 3H). 13C NMR (DMSO-d6, 125 MHz) delta 165.0, 163.5, 145.1, 138.2, 127.9, 118.2, 117.5, 108.2, 77.4, 56.2.

As the paragraph descriping shows that 28281-76-7 is playing an increasingly important role.

Reference£º
Patent; SEOUL NATIONAL UNIVERSITY R&DB FOUNDATION; Kim, Byeong Moon; Choi, Bong Kyu; Sim, Jae Hyun; Ryu, Eun Ju; Park, Ji Su; Bae, Il Hak; (54 pag.)US2019/345126; (2019); A1;,
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4265-25-2, 2-Methylbenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Methylbenzofuran (400 mg, 3.03 mmol) was dissolved in tetrahydrofuran (15 mL), cooled to -78C, and lithium diisopropylamide (2 M tetrahydrofuran solution, 1.7 mL, 3.33 mmol) was added dropwise. The reaction solution was stirred at -78C for 1 hour, and 1-bromo-3-chloropropane (525 mg, 3.33 mmol) was added and the mixture was stirred at -78C for another 2 hours. The reaction was quenched by the addition of saturated ammonium chloride solution (30 mL). The mixture was extracted with ethyl acetate (30 mL x 2). The organic phases were combined, washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to give 2-(4-chlorobutyl)benzofuran (500 mg, as ayellow oil). MS-ESI M + H]+ calcd. 209, found 209.

4265-25-2, The synthetic route of 4265-25-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Lingyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (160 pag.)EP3299371; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.271-89-6,Benzofuran,as a common compound, the synthetic route is as follows.

General procedure: To a solution of anisole 3A (3.0 mmol, 324.4 mg) in THF (3.0 mL) was added n-BuLi (4.5 mmol,1.55 M in hexane, 2.87 mL) at 0 C. The mixture was stirred for 2 h at 0 C under an argon atmosphere. Then, pivalonitrile (9.0 mmol, 748.2 mg) in THF (2.0 mL) was added to the mixture at 0 C and the obtained mixture was stirred for 30 min in the temperature range of 0 C to room temperature. MeOH (2.0 mL) was added to the mixture. Then, I2 (12.0 mmol, 3045.6 mg) and K2CO3 (12.0 mmol, 1658.4 mg) were added to the mixture at room temperature, and the obtained mixture was stirred for 6 h at 70 C. Sat. aq. Na2SO3 solution (20.0 mL) was added to the reaction mixture, and the product was extracted with AcOEt (10.0 mL x 3). The organic layer was dried over Na2SO4. After filtration and removal of the solvent, the residue was purified by silica-gel column chromatography (chloroform: n-hexane 1:1) to give 2-methoxybenzonitrile 2A (315.6 mg, 79%)., 271-89-6

As the paragraph descriping shows that 271-89-6 is playing an increasingly important role.

Reference£º
Article; Uchida, Ko; Togo, Hideo; Tetrahedron; vol. 75; 39; (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.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

Method 0 : 4-bromo-2- (hydroxymethyl) -N- (2,2,2- trifluoroethyl) benzamide; [00134] To a stirred suspension of aluminium trichloride (4.07 g, 30.5 mmol) in dichloroethane (60 ml) cooled to 5C under a nitrogen atmosphere was added the solution of trifluoroethylamine (5.84 g, 38.7 mmol) at such a rate to keep the temperature of the reaction mixture below 100C. After complete addition the reaction mixture was allowed to warm up to room temperature and stirred at this temperature for 4 hours. After this time bromophthalide powder (5 g, 23.5 mmol) was added in one portion and the reaction mixture was then heated to 800C for 18 hours. TLC showed complete conversion from starting material to product and the reaction was carefully quenched with iced water (100 ml) and stirred for 30 minutes until all the ice melted. Dichloromethane was added and the mixture was filtered through a pad of silica and washed with copious amounts of DCM to remove the aluminium residues. The filtrate was separated and the aqueous layer was further extracted with DCM (2 x 100 ml) . The organic layers were combined and dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound as an off-white powder (3.37 g, 46% yield) . 1H NMR (DMSO D6, 400 MHz) 4.02-4.11 (2H, m) , 4.60-4.61 (2H, m) , 5.43- 5.46 (H, m) , 7.36-7.39 (H, d) , 7.55-7.57 (H, m) , 7.76 (H, s) and 9.09-9.12 (H, m) ; MS (ES+) 312, (ES”) 310., 64169-34-2

The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/128009; (2008); A2;,
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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.123654-26-2,4-Amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid,as a common compound, the synthetic route is as follows.

a) A mixture of 4-amino-5-chloro-2,3-dihydro-7-benzofurancarboxylic acid (4.3 g) in thionyl chloride (100 ml) and CHCl3 (200 ml) was stirred and refluxed for 2 hours. The mixture was cooled and the solvent was evaporated. Toluene was added and evaporated again, yielding 4.8 g of 4-amino-5-chloro-2,3-dihydro-7-benzofurancarbonyl chloride (100% crude residue) (intermediate 7).

123654-26-2, The synthetic route of 123654-26-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica, N.V.; US5872131; (1999); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem