Heterocyclic Building Block-benzofuran

54109-03-4, 5-Chloroisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

54109-03-4, Example 5 Under a nitrogen atmosphere, a mixture of NiCl2 (0.2 g, 0.0015 mol) and triphenylphosphine (1.6 g, 0.0061 mol) in acetonitrile (80 ml)was heated at reflux for 45 minutes. After cooling to room temperature, zinic powder was added (0.39 g, 0.006 mol) at stirred for 15 minutes before a solution of 5-chloro-3H-isobenzofuran-1-one (3.4 g, 0.02 mol) in THF (40 mL) was added. After stirring for a further 10 minutes, NaCN (1.1 g, 0.021 mol) was added and the reaction heated at 70¡ã C. for 3 hrs, cooled, diluted with acetonitrile (50 mL), and then filtered through celite. The filtrate was concentrated under reduced pressure and the residue was refluxed in water (150 mL) for 10 minutes and allowed to cool to room temperature. Filtration and followed by drying in vacuo give the crude 5-cyano-3H-isobenzofuran-1-one (2.5 g).

As the paragraph descriping shows that 54109-03-4 is playing an increasingly important role.

Reference£º
Patent; H. Lundbeck A/S; US2002/198391; (2002); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

19477-73-7, 6-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Bromo-3H-isobenzofuran-1-one (5.0 g, 23.47 mmol) was weighed and added to a three-neck bottle.Measure tetrahydrofuran: methanol: water (2:1:1, 80 mL), add to a three-neck bottle, stir for 10 minutes.After dissolution, lithium hydroxide (3.45 g, 70.42 mmol) was added and stirred at room temperature for 16 hours.After the reaction of the raw materials was monitored by thin layer chromatography, the reaction mixture was concentrated, and water (100 mL) was added.The pH was adjusted to 3 with 2N hydrochloric acid and extracted three times with 100 mL of ethyl acetate.The organic phase is then washed with water and the organic phase is washed with saturated sodium chloride.Dried over anhydrous sodium sulfate, filtered and concentrated.This gave 3.3 g (91%) of a white solid.

19477-73-7, The synthetic route of 19477-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Yilishe Biological Co., Ltd.; Zhang Lihai; Gao Zhichao; Huang Ximing; Liu Hui; Hu Min; Jiang Yan; (72 pag.)CN108250058; (2018); 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the 3-methylbenzofuran-2-carboxylic acid (0.57 mmol) in anhydrous THF (5 mL) was added LDA (1.19 mmol) at 0 C. The resulting red solution was stirred for 30 min then a solution of 1 -(2-bromoethoxy)naphthalene (0.57 mmol) in 1 mL of THF (lmL) was added to the reaction mixture. The cooling bath was removed and stirring was continued for 12 h. The reaction was quenched by addition of saturated NH4C1 aqueous solution (5 mL), and the THF was removed under vacuum. The aqueous layer was extracted with EtOAc, and the organics were combined and dried over Na2S04. The mixture was concentrated and purified by flash chromatography (Combi-flash Rf Hexane/EtO Ac gradient) to give the title compound. MS (ES) 347.1 (M+H), 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; PELZ, Nicholas F.; BELMAR, Johannes; BIAN, Zhiguo; OLEJNICZAK, Edward T.; FESIK, Stephen W.; CHAUDER, Brian A.; WO2014/47427; (2014); 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.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

5-Bromoisobenzofuran-l(3H)-one (1.0 g, 4.69 mmol), NBS (835 mg, 4.69 mmol), and carbon tetrachloride (15.6 mL) were heated to reflux in a 50 mL flask carrying a reflux condenser equipped with a drying tube. The reaction mixture was exposed to light of an ordinary 100-W unfrosted light bulb placed 6-8″ from the flask. After 30 min, the succinimide was removed by filtration and the filtrate was concentrated under atmospheric pressure to give crude 3,5-dibromoisobenzofuran-l(3H)-one. To 3,5-dibromoisobenzofuran-l(3H)-one was added methanol directly to afford 5-bromo-3-methoxyisobenzofuran-l(3H)-one. LC/MS: [(M+l)]+ = 244

64169-34-2, 64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); 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.6296-53-3,N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide,as a common compound, the synthetic route is as follows.

6296-53-3, [0093] A stirred solution of l-(3-ethoxy-4-methoxyphenyl)-2- methylsulfonylethylamine (1.0 g, 3.7 mmol) and 3-acetamidophthalic anhydride (751 mg, 3.66 mmol) in acetic acid (20 mL) was heated at reflux for 15 h. The solvent was removed in vacuo to yield an oil. Chromatography of the resulting oil yielded the product as a yellow solid (1.0 g, 59% yield): mp, 144 C; 1H NMR (CDC13) delta: 1.47 (t, J=7.0 Hz, 3H, CH3), 2.26 (s, 3H, CH3), 2.88 (s, 3H, CH3), 3.75 (dd, J=4.4, 14.3 Hz, 1H, CH), 3.85 (s, 3H, CH3), 4.11 (q, J=7 Hz, 2H, CH2), 5.87 (dd, J=4.3, 10.5 Hz, 1H, NCH), 6.82-6.86 (m, 1H, Ar), 7.09-7.11 (m, 2H, Ar), 7.47 (d, J= 7 Hz, 1H, Ar), 7.64 (t, J= 8 Hz, 1H, Ar), 8.74 (d, J= 8 Hz, 1H, Ar), 9.49 (br s, 1H, NH); 13C NMR (CDC13) delta: 14.61, 24.85, 41.54, 48.44, 54.34, 55.85, 64.43, 111.37, 112.34, 115.04, 118.11, 120.21, 124.85, 129.17, 130.96, 136.01, 137.52, 148.54, 149.65, 167.38, 169.09, 169.40; Anal Calc’d. for C22H24NO7S : C, 57.38; H, 5.25; N, 6.08. Found: C, 57.31; H, 5.34; N, 5.83.

As the paragraph descriping shows that 6296-53-3 is playing an increasingly important role.

Reference£º
Patent; CELGENE CORPORATION; DAY, Robert; (60 pag.)WO2016/25686; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 16 5-(4-Methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(oxalyl-amino)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid; To a solution of 4-hydroxy-isobenzofuran-1,3-dione (195 mg, 1.2 mmol) in anhydrous N,N-dimethylformamide (4 ml) under nitrogen was added minutes and then methyl iodide (0.37 ml, 6.0 mmol) was added. The reaction was stirred for 48 h. and then quenched with saturated ammonium chloride. The mixture was concentrated in vacuo, diluted in ethyl acetate (20 ml) and the organic phase washed with 1N hydrochloric acid (5 ml) and brine (3.x.5 ml). The organic layer was dried (MgSO4) and concentrated in vacuo. To the crude solid was added methanol causing a precipitate to form. The flask was cooled in an ice bath for 2 h. and the solid filtered off, washed with methanol and dried in vacuo which afforded 0.1 g (47percent) of 4-methoxy-isobenzofuran-1,3-dione as a solid.1H NMR (300 MHz, DMSO-d6) delta 7.95 (t, J=8, 1H), 7.61 (d, J=8, 1H), 7.58 (d, J=8, 1H), 3.99 (s, 3H).APCI-MS: [M+H]+=179.1A solution of 2-amino-5-aminomethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (122 mg, 0.43 mmol, prepared as described in Example 17) and 4-methoxy-isobenzofuran-1,3-dione (92 mg, 0.52 mmol) was prepared in distilled tetrahydrofuran (4 ml) under nitrogen. 1-hydroxybenzotriazole (87 mg, 0.65 mmol), 1-(3-dimethyl-aminopropyl)-3-ethylcarbodiimide hydrochloride (123 mg, 0.65 mmol), and triethylamine (0.29 ml, 2.15 mmol) were added. The reaction was stirred at ambient temperature for 18 h., then concentrated in vacuo. The crude mixture was diluted with ethyl acetate (25 ml) and washed with 1N hydrochloric acid (5 ml), saturated sodium bicarbonate (5 ml), and brine (5 ml). The organic layer was dried (Na2SO4), filtered, and the solvent evaporated in vacuo to give 0.18 g (94percent) of 2-amino-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester.1H NMR (300 MHz, CDCl3) delta 7.66 (t, J=7, 1H), 7.43 (d, J=7, 1H), 7.19 (d, J=7, 1H), 4.59-4.46 (m, 2H), 4.06-3.72 (m, 3H), 4.00 (s, 3H), 2.87-2.81 (m, 1H), 2.60-2.51 (m, 1H), 1.48 (s, 9H).To a solution of the above 2-amino-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (0.18 g, 0.42 mmol) in distilled dichloromethane (5 ml) under nitrogen was added imidazol-1-yl-oxo-acetic acid tert-butyl ester (0.25 g, 1.26 mmol) and triethylamine (0.23 ml, 1.68 mmol). The reaction was stirred for 12 h., concentrated in vacuo and reconstituted in ethyl acetate (25 ml). The organic layer was washed with 1N hydrochloric acid (2.x.5 ml), saturated sodium bicarbonate (5 ml), and brine (5 ml). The resulting solution was dried (Na2SO4), filtered, and the solvent evaporated in vacuo. The crude material was purified by silica gel chromatography using a gradient of ethyl acetate/dichloromethane (0 to 10percent gradient). Pure fractions were collected and the solvent evaporated in vacuo to give 195 mg (81percent) of 2-(tert-butoxyoxalyl-amino)-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester as an oil.1H NMR (300 MHz, CDCl3) delta 12.48 (s, 1H), 7.65 (t, J=7, 1H), 7.43 (d, J=7, 1H), 7.19 (d, J=7, 1H), 4.77 (d, J=15, 1H), 4.63 (d, J=15, 1H), 4.04-3.75 (m, 3H), 4.00 (s, 3H), 2.94 (d, J=17, 1H), 2.65 (dd, J=17, 10, 1H), 1.58 (s, 9H), 1.53 (s, 9H).LC-MS: Rt=4.17 min, [M+H]+=573.2The above 2-(tert-butoxyoxalyl-amino)-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (0.15 g, 0.26 mmol) was dissolved in a mixture of 50percent trifluoroacetic acid/dichloromethane (5 ml). The reaction was stirred at ambient temperature for 7 h., concentrated in vacuo and the residue evaporated in vacuo from dichloromethane (3.x.10 ml). The resulting precipitate was washed with dichloromethane and dried in vacuo to give 100 mg (83percent) of the title compound as a solid.1H NMR (300 MHz, DMSO-d6) delta 12.31 (s, 1H), 7.79 (t, J=8, 1H), 7.48 (d, J=8, 1H), 7.42 (d, J=8, 1H), 4.74 (d, J=15, 1H), 4.56 (d, J=15, 1H), 3.95 (s, 3H), 3.91-3.79 (m, 2H), 3.69-3.63 (m, 1H), 2.98 (d, J=17, 1H), 2.57 (dd, J=17, 10, 1H).LC-MS: Rt=1.26 min, [M+H]+=461.0HPLC (254.4 nm): Rt=3.10 min, 100percent

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; Novo Nordisk A/S; US7115624; (2006); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

32703-79-0, 5-(tert-Butyl)isobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-tert-butylphthalic anhydride (4.39 g, 21.5 mmol) in acetic acid (40 mL), 3-bromo-2-methylaniline(2.65 mL, 21.5 mmol) was added and stirred at 100 C for 1 h. The reaction mixture was concentrated under reducedpressure, and diluted with ethyl acetate (300 mL), washed with water (100 mL), saturated sodium hydrogen carbonatesolution (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated. The crude material was suspended in hexane, then the precipitate was collected by filtration, washed with hexane then dried to afford 2-(3-bromo-2-methylphenyl)-5-(tert-butyl)isoindoline-1,3-di one (7.0 g). 1H NMR (400 MHz, CDCl3) delta 8.00 (dd, J = 1.7, 0.7 Hz, 1H), 7.93 – 7.77 (m, 2H), 7.67 (dd, J = 7.6, 1.8 Hz, 1H),7.24 – 7.12 (m, 2H), 2.27 (s, 3H), 1.42 (s, 9H)., 32703-79-0

As the paragraph descriping shows that 32703-79-0 is playing an increasingly important role.

Reference£º
Patent; Carna Biosciences, Inc.; KAWAHATA, Wataru; ASAMI, Tokiko; SAWA, Masaaki; ASAMITSU, Yuko; IRIE, Takayuki; MIYAKE, Takahiro; KIYOI, Takao; EP2824099; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0338j Lithium hydroxide (3.45 g, 70.42 mmol, 3.0 equiv) was added at room temperature over several minutes to a solution of 5-bromophthalide (5.0 g, 23.47 mmol, 1.0 equiv) in a 2:1:1 solution of THF/MeOH/ H20 (80 mL) and the reaction mixture was stirred at room temperature for 16 h. After removal of the solvent, the residue was diluted with water (100 mL), adjusted to pH = 3 with HC1 (2 N) and extracted with EtOAc (100 mL x 3). The organic layers were collected, dried (Na2SO4), filtered, and concentrated via rotary evaporator to give title product (3.47 g, yield: 94%) as a white solid, which was used in the next step withoutfurther purification. ESI-MS (M+H) : 231.1. ?H NMR (400 MHz, CD3OD) (5: 7.88-7.86 (m, 2H), 7.45 (dd, J= 8.4, 2.0 Hz, 1H), 4.90 (s, 2H).

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; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0,57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cooled solution (0 C) of 6-aminophthalide (5.13 g, 34.05 mmol) in THF (80 ml.) was added /V-bromosuccinimide (6.12 g, 34.05 mmol, 1 eq). The cooling bath was removed and the solution stirred for 1 h, then the solvent was removed under reduced pressure. The yellow residue was taken up in ethyl acetate (400 ml) and washed three times with water (200 ml. each). The organic phase was dried over magnesium sulfate, filtered and the solvent removed under reduced pressure to give 6-amino-7-bromophthalide as a brown solid (6.53 g, 28.63 mmol, 84%). Rf = 0.2 (cyclohexane/ethyl acetate 2:1 ); UPLC-MS: tR = 1.45 min (gradient 10-90% B in 5 min); UPLC-purity (210 nm) = 83.1%; ESI-MS: (calculated MH+: 227.97, 229.96, found: 228.01 , 230.01 )

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

Reference£º
Patent; BELYNTIC GMBH; ZITTERBART, Robert; REIMANN, Oliver; (102 pag.)WO2020/43747; (2020); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.652-39-1,4-Fluoroisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

652-39-1, A mixture of 3-fluorophthalic anhydride (1 equiv.), 4-amino-1,2-thiazinan-3-one 1,1- dioxide (1 equiv.), and potassium acetate (2.5 equiv.) in acetic acid is stirred at 120 ¡ãC overnight. The dark 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 4- fluoro-6? -sulfonyl-thalidomide.

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem