Heterocyclic Building Block-benzofuran

58546-89-7,58546-89-7, Benzofuran-5-amine is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution uf benzofuran-5-amine (CAS No. 58546-89-7, 200 mg, 1.5 mmol) in acetic acid (8 mL) was added ammonium thiocyanate (456 mg, 6.0 mmol) at RT under nitrogen atmosphere. After stirring for 10 min, bromine (480 mg, 3.0 mmol) was added dropwise at about 10 C. The resulting mixture was slowly warmed to RT and stirred for 12 h. The precipitate was collected by filtration to afford the title compound as pale brown solid (200 mg, 70%). LC/MS (ES+) calcd for C9H6N2OS: 190.0; found: 193.0 [M+3] NMR (400 MHz, DMSO-c/d): d 8.01 (d, J= 2.0 Hz, 1H), 7.46 (d, J= 8.4 Hz, 1H), 7.36 (s, 2H), 7.32 (d, J= 8.4 Hz, 1H), 6.99 (d, J= 2.0 Hz, 1H).

The synthetic route of 58546-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KINETA, INC.; GOLDBERG, Daniel R.; PROBST, Peter; BEDARD, Kristin M.; (172 pag.)WO2020/36574; (2020); A1;,
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15832-09-4, 6-Methoxy-3(2H)-benzofuranone is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 2-12 in ethanol (100 mg, 0.62 mmol, 13 ml/mmol) was added the suitably functionalized benzaldehydes (0.62 mmol), followed by a solution of KOH 20% in water (0.8 ml/mmol). The solution is stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and diluted with distilled water. The aqueous layer was extracted with ethyl acetate and dried (Na2SO3). The organic phase was evaporated in vacuo to yield crude products which were subjected to column chromatography by using amino silica gel as adsorbent and solvent system of hexane: ethyl acetate (7:3) followed by silica gel column chromatography by using chloroform: methanol (9.5:0.5) to yield Series 2 derivatives except for 2-6 and 2-9., 15832-09-4

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

Reference£º
Article; Liew, Kok-Fui; Chan, Kit-Lam; Lee, Chong-Yew; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 195 – 210;,
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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 -(4-methoxybenzyl)-3 -azabicyclo[3.1.1]heptane-2,4-dione (2.5 equiv.) in acetic acid is stirred at 120 ¡ãC overnight. Thedark mixture is cooled and filtered. The filter cake is dissolved in DCM and washed with saturated NaHCO3 and brine. The organic layer is dried (Na2SO4) and concentrated to provide 1-(4-fluoro- 1,3 -dioxoisoindolin-2-yl)-3 -(4-methoxybenzyl)-3 -azabicyclo[3. 1.1 ]heptane-2,4-dione.

As the paragraph descriping shows that 652-39-1 is playing an increasingly important role.

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.143878-29-9,Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate,as a common compound, the synthetic route is as follows.

Crude methyl 4-acetylamino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylate (125 g), obtained in the above step-3, and methanol (531.6 ml) were taken into a reaction flask at 25-30C and the contents were stirred for 10 minutes at the same temperature. To the resulting mass, a mixture of sodium hydroxide (15.8 g) and water (98 ml) was added at 25- 30C, followed by stirring the mixture for 10 minutes at the same temperature. The resulting mass was heated to 50-55C and then stirred for 2 hours at the same temperature. The resulting solution was cooled to 0-5C and then stirred for 1 hour at the same temperature. The separated solid was filtered and washed with chilled methanol (50 ml) to produce 30 g of 4-acetylamino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid sodium salt (Purity by HPLC: 98.2%)., 143878-29-9

The synthetic route of 143878-29-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYMED LABS LIMITED; MOHAN RAO, Dodda; VENUGOPAL, Bingi; (46 pag.)WO2017/137910; (2017); A1;,
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286836-04-2, 5-Bromo-7-fluorobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 28 (5-bromo-7-fluorobenzofuran, was added to the reaction vessel.5.0 g, 23.2 mmol), compound 13 (4,4,5,5-tetramethyl-2-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-1,3, 2-dioxaborolan,6.4 g, 21.0 mmol), toluene (64.0 mL, 10 mL/g),Methanol (6.4 mL, 1 mL/g).After adding Cs2CO3 (13.7 g, 42.0 mmol),Pd(PPh3)4 (1.2 g, 1.1 mmol) was added under a nitrogen atmosphere.The reaction was carried out by refluxing at 120 C for 3 hours.After the reaction, the reaction is cooled to normal temperature.And filtered with celite using ethyl acetate.The filtered solution is washed with brine.It was then dried over anhydrous sodium sulfate and filtered and evaporated.The concentrate was subjected to silica gel column chromatography (hexane:EtOAc = 7:1)Purification to give a white solid compound 29(5.2 g, yield 71.6%)., 286836-04-2

As the paragraph descriping shows that 286836-04-2 is playing an increasingly important role.

Reference£º
Patent; Dongjin Shimeiken Co., Ltd.; Cui Zhenyu; Jiang Bingnan; Yin Xingyi; Song Zhenyin; Jin Xingxie; Li Dongxuan; Cui Zhien; Li Xuanzhi; Shen Guichun; (45 pag.)CN109206387; (2019); A;,
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7169-34-8, Benzofuran-3(2H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7169-34-8, General procedure: Coumaranone (1.00 mmol) and aldehyde (1.00 mmol) were combined in a dry vial. 3.5 g of neutral alumina was then added followed by 5 mL of dichloromethane. The reaction mixture was stirred for 12 h at 25 C. The reaction mixture was then filtered and the dichloromethane layer collected and concentrated to dryness in vacuo to afford the desired aurone. Further purification was performed as noted.

The synthetic route of 7169-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sutton, Caleb L.; Taylor, Zachary E.; Farone, Mary B.; Handy, Scott T.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 901 – 903;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82104-74-3,1-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.

82104-74-3, A solution of 4-fluorophenyl magnesium bromide prepared from 153.33g 4- fluorol bromobenzene (0.876 moles), 25.33g magnesium turnings (1.055 moles) and 0.05g iodine in dry 300ml tetrahydrofuran, was added to a suspension of 100g 5-cyanophthalide (0.628 moles) in 1000ml methylene dichloride at-6 to-2¡ãC. After the reaction was completed, the reaction mass was quenched with 100ml 20percent aqueous ammonium chloride solution. The organic layer was separated and diluted with 100ml of methanol. Slowly, 12g of sodium borohydride (0. 324moles) was added over a period of one hour at below 25¡ãC, and the same temperature was maintained for 4-6 hours. The mixture was then cooled to 5-10¡ãC, maintained for 2 hours and then the precipitated boron complex VB solid was filtered. The solid was washed with chilled dichloromethane and dried under vacuum below 40¡ãC to provide pure boron complex. Weight: 115-120g HPLC purity: 98-99percent

As the paragraph descriping shows that 82104-74-3 is playing an increasingly important role.

Reference£º
Patent; JUBILANT ORGANOSYS LIMITED; WO2005/66185; (2005); A1;,
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496-41-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-41-3,Benzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of EDC¡¤HCl (2.99 g, 15.6 mmol, 1.2 equiv.) and NMM (5.72 mL, 52 mmol, 4 equiv.) in N,N-dimethylformamide (40 mL) were added successively HOBt (2.11 g, 15.6 mmol, 1.2 equiv.) and benzofuran-2-carboxylic acid 21 (2.11 g, 13 mmol, 1 equiv.). To this mixture was added a solution of N-tert-butoxycarbonylhomopiperazine 40 (2.60 g, 13 mmol, 1 equiv.) in N,N-dimethylformamide (12 mL). The reaction was allowed to stir at RT for 20 h and then diluted with water (200 mL) and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic fractions were then washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give a viscous oil. Purification by column chromatography on silica gel (50:50 v/v hexanes:EtOAc) afforded the title compound 41 as a light yellow oil (3.89 g, 87%); Rf 0.33 (50:50 v/v hexanes:EtOAc); IR (ZnSe) 2974, 1685 (C=O), 1624, 1412, 1252, 1161, 926, 744, 467; 1H NMR (300 MHz, CDCl3) delta 7.65 (1H, d, J = 7.8 Hz, ArH), 7.51 (1H, d, J = 7.8 Hz, ArH), 7.34 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 7.30 (1H, br s, furan H), 7.23 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 3.93 (2H, app. br s, CH2), 3.84 (2H, app. br s, CH2), 3.63 (2H, app. br s, CH2), 3.47 (2H, app. br s, CH2), 2.04 (2H, app. br s, CH2CH2CH2), 1.47 (9H, s, 3 CH3); 13C NMR (75.5 MHz, CDCl3) delta 161.1 (C), 155.6 (C), 155.1 (C), 149.7 (C), 127.3 (C), 126.9 (aryl), 124.0 (aryl), 122.7 (aryl), 112.5 (aryl), 112.2 (furan CH), 80.3 (C(CH3)3), 50.3 (homopiperaz. CH2), 49.4 (homopiperaz. CH2), 48.6 (homopiperaz. CH2), 46.8 (homopiperaz. CH2), 28.8 (CH3), 26.5 (CH2CH2CH2); HRMS (+ESI) Calc. for C19H24N2O4 [M + Na]+ 367.1628, found: 367.1630; m/z (+ESI) 367.00 ([M + Na]+, 25%), 711.07 ([2M + Na]+, 100%).

As the paragraph descriping shows that 496-41-3 is playing an increasingly important role.

Reference£º
Article; Moussa, Iman A.; Banister, Samuel D.; Manoli, Miral; Doddareddy, Munikumar Reddy; Cui, Jinquan; MacH, Robert H.; Kassiou, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 17; (2012); p. 5493 – 5497;,
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57319-65-0,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.

A solution of NaNO2 (2.2 g, 0.040 mol) in H2O (22 mL) was added to a mixture of 6-aminoisobenzofuran-1(3H)-one (5.0 g, 0.030 mol) in HBr (70 mL, 48%) over 5 min at 0 C. The mixture was stirred for 20 minutes before it was pipetted into an ice cold solution of CuBr (22 g, 0.21 mol) in HBr (48%, 23 mL). The resulting dark brown mixture was stirred for 20 min and was then diluted with H2O (200 mL) to produce an orange precipitate. The precipitate was filtered off, treated with sat. NaHCO3 solution, and extracted with EtOAc (20 mL*3). The organics were dried over Na2SO4 and evaporated in vacuo to give 6-bromoisobenzofuran-1(3H)-one (5.4 g, 84%). 1H NMR (300 MHz, CDCl3) delta 8.05 (d, J=1.8, 1H), 7.80 (dd, J=8.1, 1.8, 1H), 7.39 (d, J=8.1, 1H), 5.28 (s, 2H).

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

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (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.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

A solution of 6-bromo-l-benzofuran (50 g) in tetrahydrofuran (150 ml) was slowly added to isopropylmagnesium bromide (15% in THF, 38 g) at -25 C. After complete of addition the reaction mixture was stirred for 30 min at -25 C. Dimethylformamide (21 g) was added drop wise by maintaining temperature -25C. Reaction mass was slowly warmed at room temperature. Reaction was monitored by TLC. After completion of reaction, reaction mass was quenched by solution of ammonium chloride. Reaction mass was then extracted in toluene. Separated the toluene layer and concentrated to give l-benzofuran-6- carbaldehyde compound (30 g) in 80% yield., 128851-73-0

Big data shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Patent; MANKIND PHARMA LTD.; BHAVSAR, Jigar Tarun Kumar; TIWARI, Rakesh; BHASHKAR, Bhuwan; KUMAR, Anil; (30 pag.)WO2019/73325; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem