Heterocyclic Building Block-benzofuran

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 solution of the product of Step B (50 g, 0.34 mol) in CH2C12 (1200 mL) was addedBBr3 (32.5 mL, 0.34 mol) in drops at -20C under N2. After the addition, the mixture waswarmed to 20C and stirred for 2 hrs. The reaction mixture was cooled to 0 C and added into a solution of NH3/MeOH (3 mol/L, 500 mL) using a canula at -20 C over a period of 15 mm carefully. The mixture was concentrated and the residue was added EA (500 mL). The solid was filtered off through a silica pad and the filtrate was concentrated under reduced pressure to give the crude product (crude, 48 g) as a oil which was used for the next step directly. ?H NIVIR (400MHz, DMSO-d6) 9.14 (s, 1H), 7.86 (d, J= 2.0 Hz, 1H), 7.36 (d, J 8.8 Hz, 1H), 6.94 (d, J2.4 Hz, 1H), 6.79 (dd, J= 2.0, 0.9 Hz, 1H), 6.74 (dd, J= 8.8, 2.4 Hz, 1H) ppm. MS: IVJIe 135 (M+1).

13391-28-1, 13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BEIGENE, LTD.; ZHOU, Changyou; ZHANG, Guoliang; WO2014/206343; (2014); A1;,
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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.

A mixture of 3-hydroxyphthalic anhydride (1.24 g, 7.6 mmol), 2,4-dimethoxybenzylamine (1.14 mL, 7.6 mmol) and acetic acid (5 mL) was heated at 800C for 24 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (1.73 g, 73percent). 1H NMR (DMSO-d6) 11.00 (1 H, s), 7.62 (1 H, dd), 7.29 (1 H, d), 7.21 (1 H, d), 6.90 (1 H, d), 6.56 (1 H, d), 6.43 (1 H, dd), 4.59 (2H, s), 3.79 (3H, s), 3.72 (3H, s). MS: [M-H+] 314, 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; ASTEX THERAPEUTICS LIMITED; WO2008/44054; (2008); A2;,
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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

Example 13:A solution of 5-bromophthalide (1.Og, 4.7 mmol, 1.0 equiv) and NBS (850 mg, 4.7 mmol, 1.0 equiv) in carbon tetrachloride (15 mL) was treated with AIBN (50 mg, cat.) and heated to reflux overnight. The hot reaction mixture was filtered and the filtrate concentrated to a yellowish solid (1.38g, quant.). Crude H NMR indicated this material contained ca. 80% of the desired 3,5-dibromophthalide, and it was carried on without further purification. An aliquot of this crude material (250 mg, 0.69 mmol, 1.0 equiv) in 95% ethanol (6 mL) was treated with phenelzine sulfate (175 mg, 0.75 mmol, 1.1 equiv) and NaHCO3 (250 mg, 2.8 mmol, 4.0 equiv). After stirring overnight at ambient temperature, the reaction mixture was diluted with diethyl ether, washed with dilute NaOH, dilute HCl, and saturated NaHCO3, then dried over Na2SO4 and concentrated. Purification of the residue using flash silica gel chromatography (gradient of 3- 12% ethyl acetate/hexanes) provided 6-bromo-2-phenethyl-l-phthalazinone (147 mg, 0.45 mmol, 65%) as a white solid. This crude phthalazinone (147 mg, 0.45 mmol) was converted, via Methods 1 and 2, to compound 13 (81 mg, 62%) which was isolated as a white solid. [M-H]- = 293.1 m/z. Activity: A, 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; GROGAN, Michael, J.; SNYDER, Daniel, A.; WO2010/118155; (2010); A1;,
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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.

a) preparation of benzofuran-2-carbonyl chloride Thionyl chloride (12.5 ml) was added to a suspension of benzofuran-2-carboxylic acid (20 g) in anhydrous benzene (250 ml). The mixture was refluxed for 3 hours, then allowed to cool down to room temperature. Removal of the volatiles left the desired acid chloride (21.8 g, 98%).

496-41-3, 496-41-3 Benzofuran-2-carboxylic acid 10331, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S); US5310930; (1994); 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.641-70-3,3-Nitrophthalic anhydride,as a common compound, the synthetic route is as follows.

641-70-3, A solution of 3-nitrophthalic anhydride (1 equiv.) in acetone is subjected to catalytic reduction under hydrogen (60 psi) in the presence of Raney nickel and anhydrous magnesiumsulfate. After 2-3 hours, the solution is warmed to 50 C, treated with Norite, filtered, and concentrated in vacuo at room temperature. The residue is treated with ethyl acetate, chilled and collected to give 3-aminophthalic anhydride. 15 N sulfuric acid is cooled to 0 C, 3-aminophthalic anhydride (1 equiv.) is added gradually with good stirring. After one hour, a solution of sodium nitrite (1 equiv.) in water is added slowly while maintaining the temperature below 5 C. Afteranother 30 minutes, the mixture is warmed to 80 C and maintained at this temperature until nitrogen evolution ceases. The now dark orange solution is diluted with water and extracted with ether. The organic layer is dried with sodium sulfate, filtered and shaken for two hours with finely powdered barium chloride to remove traces of sulfuric acid. The solution is filtered and concentrated and the resulting crude 3-hydroxyphthalic acid sublimes at about 160-180 C (0.2mm.) to give 3-hydroxyphthalic anhydride. (J. Am. Chem. Soc., 1955, 77 (19), pp 5092-5095)

641-70-3 3-Nitrophthalic anhydride 21631, 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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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

General procedure: To a stirred solution of 2-(3,4-bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 1 (70 mg, 0.16 mmol) and EDCI (47 mg, 0.25 mmol) in dry CH2Cl2 (5 mL) at 0 C under N2 atmosphere was added DMAP (30 mg, 0.25 mmol) and 14, 15, 18, or 19 (0.2 mmol) in batch over 10 min. The reaction mixture was stirred overnight while the reaction temperature rose to room temperature naturally. The solution was diluted with CH2Cl2 (20 mL), washed with brine, and dried over anhydrous MgSO4. The solvent was evaporated to dryness to give the crude residue. The residue was purified by flash chromatography on silica gel (EtOAc/PE = 2:1, v/v) to afford the desired compound 16, 17. 2-(3,4-Bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-(3-oxo-1,3-dihydroisobenzofuran-4-yl)-acetamide (16) Yield 69%; mp 244-246 C; 1H NMR (CDCl3, 500 MHz) d: 8.4 (s,1H), 8.0 (d, J = 8.2 Hz, 1H), 7.94 (s, 1H), 7.42 (d, J = 8.3 Hz, 1H), 7.23 (d, J = 8.4 Hz, 2H), 7.06 (s, 3.70 (s, 6H); 13C NMR (CDCl3, 126 MHz) d: 170.7, 164.9, 150.5, 148.7, 142.1, 138.5, 134.5, 126.1, 123.6, 122.7, 121.0, 116.1, 112.5, 110.9, 69.7, 55.9, 55.8, 41.8, 29.6; HRMS calcd for (C30H26O9N2+H)+ 559.1711, found 559.1704., 57319-65-0

As the paragraph descriping shows that 57319-65-0 is playing an increasingly important role.

Reference£º
Article; Wang, Zhen; Wong, Iris L.K.; Li, Fu Xing; Yang, Chao; Liu, Zhen; Jiang, Tao; Jiang, Ting Fu; Chow, Larry M.C.; Wan, Sheng Biao; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5566 – 5573;,
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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, To a stirred solution of 4-fluoroisobenzofuran-1,3-dione (25 g, 150 mmol, CAS652-39-1) in DMF (100 mL) was added L-glutamine (22 g, 150 mmol) at rt. The resulting reaction mixture was heated to at 90 C. and stirred for 2 h. The reaction mixture was then evaporated under reduced pressure, transferred into 4 N aqueous HCl solution and the resulting mixture was stirred for 36 h at rt. The solid precipitate was then filtered off, washed with cold water and dried under reduced pressure to give 5-amino-2-(4-fluoro-1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid as a white solid (28 g, 63%). LC-MS (ESI+) m/z 295 (M+H)+.

The synthetic route of 652-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); 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.18761-31-4,5-Nitrobenzofuran,as a common compound, the synthetic route is as follows.

(a) 2,3-Dihydrobenzo[b]furan-5-ylamine. To a 150 mL round-bottomed flask was added 5-nitrobenzofuran, Example 38(d), (250 mg, 1.5 mmol), EtOAc (16 mL) and 10percent Pd on carbon (33 mg, Aldrich). The suspension was stirred at 25¡ã C. under 1 atm H2 for 24 h, then purged with N2, filtered through Celite and concentrated in vacuo to provide the aniline as a red-brown solid. MS (ESI, pos. ion) m/z: 136 (M+1).

18761-31-4, The synthetic route of 18761-31-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); 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.10242-10-1,5-Chlorobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

5-chlorobenzofuran-2-carboxylic acid (500 mg, 2.5 mmol) was added to thionyl chloride (5 mL) and heated under reflux for 2 hrs. Solvent was removed under reduced pressure to obtain a white solid, which then used in the next reaction without further purification (510 mg). 1H NMR (400 MHz, Chloroform-d) delta 7.76 (d, J=0.9 Hz, 1H), 7.72 (dd, J=2.0, 0.7 Hz, 1H), 7.56-7.48 (m, 2H).

10242-10-1, As the paragraph descriping shows that 10242-10-1 is playing an increasingly important role.

Reference£º
Patent; The University of North Carolina at Chapel Hill; Juliano, Rudolph L.; Kreda, Silvia M.; Wang, Ling; Ming, Xin; James, Lindsey Ingerman; Ariyarathna, Ranathunga Arachchillage Yamuna Kumari; (53 pag.)US2019/343868; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

6940-49-4 3-Bromophthalide 96218, abenzofuran compound, is more and more widely used in various fields.

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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