Heterocyclic Building Block-benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59434-19-4,4-Aminophthalide,as a common compound, the synthetic route is as follows.

Example 17D4-(4-(Diethoxymethyl)benzylideneamino)isobenzofuran- 1 (3H)-one[00526] To a stirred mixture of 4-(diethoxymethyl)benzaldehyde (3.75 g, 18 mmol) and anhydrous sodium sulfate (21.3 g, 150 mmol) in anhydrous dichloromethane (300 mL) was added 4- aminoisobenzofuran- l(3H)-one (2.24 g, 15 mmol) at 0 C. After the addition, the mixture was stirred at room temperature for 6 days. The mixture was filtered and the cake was washed with dichloromethane (50 mL*3). The filtrate was concentrated to give crude product. The crude product was washed with petroleum ether to give 4-(4-(diethoxymethyl)benzylideneamino)isobenzofuran-l(3H)-one (4.3 g, yield 84%) as a light yellow solid. LC-MS (ESI) m/z: 340(M+1)+., 59434-19-4

The synthetic route of 59434-19-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
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496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 25.5 g (0.212 mol) of 2, 3-dihydrobenzofuran in 175 mL of acetic acid was added about one quarter of 4.5 mL (0.227 mol) of 70% aqueous nitric acid dropwise. The reaction was monitored by TLC (EtOAc-hexanes (15: 85) ). The mixture was warmed to 70C where the reaction began. The remainder of the nitric acid was then added while maintaining the reaction at 70C. After 30 minutes, the reaction was cooled and poured into 1.5 L of ice water. The black solid was collected by filtration washing with water. The solid was partitioned between 500 mL of saturated aqueous sodium bicarbonate and 150 mL of EtOAc. The aqueous layer was separated and extracted with three 150 mL portions of EtOAc. The combined organic layers were washed with three 100 mL portions of saturated aqueous sodium bicarbonate, 100 mL of saturated aqueous ammonium chloride, 100 mL of brine, dried over magnesium sulfate, filtered, and concentrated to afford a red oil/solid. The mixture was dissolved in dichloromethane and passed through a pad of silica gel eluting with dichloromethane and concentrated. The resulting red mixture was triturated with ether-hexanes (1: 1) and filtered to afford 10.5 g (29%) of 5-nitro-2, 3-dihydrobenzofuran as a tan solid., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2003/82787; (2003); A1;,
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Benzofuran | C8H6O – PubChem

23681-89-2, 2,3-Dihydrobenzofuran-6-ol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cooled (0 ¡ãC) solution of 2,3-dihydrobenzofuran-6-ol (0.52 g, 3.8 mmol) in anhydrous tetrahydrofuran (25 ml.) was added isopropylmagnesium chloride (2.1 ml_, 2 M solution in tetrahydrofuran, 4.2 mmol). The resultant suspension was stirred at 0 ¡ãC for 0.5 h and followed by the addition of 7-chloro-1-(diphenylmethyl)-1H-indole-2,3- dione (2.11 g, 15.5 mmol) in one portion. The reaction mixture was stirred at ambient temperature for 3 h and concentrated in vacuo. The crude product was purified by column chromatography with ethyl acetate in hexanes (0percent to 50percent gradient) to afford 7-chloro-1-(diphenylmethyl)-3-hydroxy-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)- 1 ,3-dihydro-2H-indol-2-one (7.12 g, 95percent) as a colorless solid: 1H NMR (300 MHz, DMSO-CZ6) .pound.9.43 (s, 1 H), 7.56-7.18 (m, 13H), 6.99-6.86 (m, 2H), 6.60 (s, 1 H), 6.08 (s, 1H), 4.56 (t, J = 8.6 Hz, 2H), 3.10 (t, J = 8.6 Hz, 2H). C. Synthesis of 7-chloro-1 -(diphenylmethyl)-3-(6-hvdroxy-2,3-dihydro-1 – benzofuran-5-yl)-1,3-dihydro-2/-/-indol-2-one, 23681-89-2

As the paragraph descriping shows that 23681-89-2 is playing an increasingly important role.

Reference£º
Patent; XENON PHARMACEUTICALS, INC.; CHAFEEV, Mikhail; CHOWDHURY, Sultan; FRASER, Lauren; FU, Jianmin; LANGILLE, Jonathan; LIU, Shifeng; SUN, Jianyu; SUN, Shaoyi; SVIRIDOV, Serguei; WOOD, Mark; ZENOVA, Alla; JIA, Qi; CADIEUX, Jean-Jacques; GAUTHIER, Simon, J.; DOUGLAS, Amy Frances; HSIEH, Tom; CHAKKA, Nagasree; CIKOJEVIC, Zoran; WO2010/45251; (2010); A2;,
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Benzofuran | C8H6O – PubChem

652-39-1, 4-Fluoroisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,652-39-1

A mixture of 3-fluorophthalic anhydride (1 equiv.), 1-amino-3-azabicyclo[3.2.1]octane-2,4-dione (2.5 equiv.) in acetic acid is stirred at 120 ¡ãC overnight. The dark mixture is cooled andfiltered. The filter cake is dissolved in DCM and washed with saturated NaHCO3 and brine. The organic layer is dried (Na2504) and concentrated to provide 2-(2,4-dioxo-3- azabicyclo[3 .2.1 ]octan- 1 -yl)-4-fluoroisoindoline- 1,3 -dione.

652-39-1 4-Fluoroisobenzofuran-1,3-dione 69551, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; HE, Minsheng; MICHAEL, Ryan, E.; (768 pag.)WO2017/197055; (2017); A1;,
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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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

3-methylbenzofuran-2-carboxylic acid (0.4 mmol, 1 equiv), bis(4-cyanophenyl) diselenide (0.8 mmol, 2 equiv), Cu(OAc) 2 (0.06) at room temperature (mmol), 1,10-phenanthroline (0.06 mmol), potassium carbonate (1.2 mmol, 3 equiv) and 2 mL of toluene were added to the reaction tube, which was then filled with oxygen and replaced three times in an oxygen reaction environment at 150C. The reaction temperature was stirred for 24 h. By the end of the reaction was monitored by thin layer chromatography, the reaction mixture was cooled, filtered and then ethyl acetate was added, and then spin off the solvent, the product obtained was isolated by column chromatography (eluent: petroleum ether: diethyl ether = 98), the product is Yellow liquid, yield 77%, product weight 96 mg., 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; Wenzhou Medical University; Wu Ge; Wang Jing; (14 pag.)CN107188846; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.

General procedure: Classical heating procedure A: 1g of Al2O3-KF was added to the benzofuranone derivative (0.6 mmol) and the aldehyde (1.0-1.5 eq) dissolved in acetonitrile (1-2 mL). The mixture was evaporated under vacuum and the resulting solid was heated at 70 C until TLC showed disappearance of the starting material (3-8 h). The mixture was extracted with ethanol and Al2O3-KF was removed by filtration. The filtrate was evaporated under reduced pressure to afford the corresponding crude aurone., 15832-09-4

As the paragraph descriping shows that 15832-09-4 is playing an increasingly important role.

Reference£º
Article; Boussafi, Karima; Villemin, Didier; Bar, Nathalie; Belghosi, Mabrouk; Journal of Chemical Research; vol. 40; 9; (2016); p. 567 – 569;,
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Benzofuran | C8H6O – PubChem

496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2-(2-Furyl)-5,5-dimethyl-4-oxo-4,5-dihydro-3-furancarbonitrile (3a). To a stirred solutionoffuran-2-carboxylic acid (1a) (112 mg,1 mmol) and 4-hydroxy-4-methyl-2-pentynenitrile (2a) (135 mg,1.2 mmol) in MeCN (5 mL), Et3N (101 mg,1 mmol) was added dropwise over 1 min. The reaction mixture was irradiated with microwave at 100 C at 1.2 atm for 2 h (or was stirred at 100 C for 5 h). The residue was concentrated and washed with a mixture of C5H12-(CH3)2CO, 5:1 and 3:1, and then recrystallized with (CH3)2CO to give the desired product 3a as colorless crystals (172 mg, 85% or163 mg, 80% at 100C);

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

Reference£º
Article; Trofimov, Boris A.; Stepanov, Anton V.; Malkina, Anastasiya G.; Volostnykh, Olga G.; Shemyakina, Olesya A.; Ushakov, Igor A.; Synthetic Communications; vol. 45; 23; (2015); p. 2718 – 2729;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

16859-59-9, 3-Hydroxyisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16859-59-9, General procedure: 2-Formylbenzoic acid (1a; 1.0 equiv) and DMAP (0.1 equiv) were dis-solved in CH2Cl2 (0.15 M), producing a colorless clear solution. Thedesired carboxylic anhydride (2.0 equiv) and triethylamine (1.0equiv) were subsequently added and the reaction mixture was stirredat r.t. until complete conversion of the starting material was achieved(monitored by TLC). The solvent was removed under reduced pres-sure and the crude products were purified by column chromatogra-phy (n-hexane/EtOAc, 2:1).

The synthetic route of 16859-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Niedek, Dominik; Schuler, Soeren M.M.; Eschmann, Christian; Wende, Raffael C.; Seitz, Alexander; Keul, Felix; Schreiner, Peter R.; Synthesis; vol. 49; 2; (2017); p. 371 – 382;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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.

(4′-(Pyridin-2-yl)tetrahydrospiro[bicyclo[3.1.0]hexane-3,2′-pyran]-4′-yl)ethylamine (68E) (0.22 g, 0.808 mmol) dissolved in dichloromethane (10 mL)In the middle, sodium sulfate (0.57g, 4.04mmol)And 2,3-dihydrobenzofuran-7-carbaldehyde (0.144 g, 0.97 mmol) was added to the reaction.The reaction was carried out overnight at room temperature. Sodium borohydride(0.046 g, 1.10 mmol) was added to the reaction, and the reaction was stirred for 10 minutes.Further methanol (10 mL) was added and the reaction was stirred for 1 hour.The reaction was quenched with water and aqueous was extracted with dichloromethane (20mL¡Á3).The combined organic phases were washed with a saturated sodium chloride solution (30 mL).Dry with anhydrous sodium sulfate, filter, and concentrate the filtrate.Column chromatography on crude product (dichloromethane/methanol (v/v) = 50:1 to 20:1)Obtaining a yellow oily liquidN-((2,3-dihydrobenzofuran-7-yl)methyl)-2-(4′-(pyridin-2-yl)tetrahydrospiro[bicyclo[3.1.0]hexane-3, 2′-pyran]-4′-yl)ethylamine (76B) (0.22 g, yield: 67.5%)., 196799-45-8

The synthetic route of 196799-45-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4265-16-1,Benzo[b]furan-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

In the glove box,Cs2CO3 (0.6 mmol) and benzofuran-2-carbaldehyde (0.2 mmol) were weighed into 25 mL of the reaction tube,Measure the amount of DMA (1 mL) into the reaction tube.A bromodifluoromethylphosphonium salt (0.6 mmol) was weighed,Treated with DMA (2 mL)Inhalation into the syringe.Stirred at room temperature,A DMA solution of bromodifluoromethylphosphonium salt was injected into the reaction tube at a rate of 0.5 mL / h with a syringe pump.After the injection, the reaction is over. The solution in the reaction tube was transferred to a separatory funnel, 15 mL of water was added, extracted three times with dichloromethane (10 mL x 3), and the organic phases were combined and washed three times with water (10 mL x 3). The final obtained organic phase was dried over anhydrous sodium sulfate, and the solid was filtered off, the solvent removed by rotary evaporation, on a silica gel column with n-pentane and ethyl acetate as eluent, to give the final isolated product difluoromethyl, yield 72%, purity> 99.9%., 4265-16-1

As the paragraph descriping shows that 4265-16-1 is playing an increasingly important role.

Reference£º
Patent; Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences; Xiao, Jichang; Deng, Zuyong; Lin, Jinhong; (37 pag.)CN106146556; (2016); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem