Heterocyclic Building Block-benzofuran

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.

57319-65-0, Phthalide 29. To a stirred solution of 6-aminophthalide (10.0 g, 67.0 mmol, 1.0 equiv), DMAP (164 mg, 1.34 mmol, 0.02 equiv), and Et3N (13.6 g, 18.7 mL, 134 mmol, 2.0 equiv) in THF (40 mL) at 0 C, Boc20 (17.6 g, 80.4 mmol, 1.2 equiv) was added portionwise over 10 min under vigorous stirring at 0 C (CA UTION: gas evolution). Upon completion of addition, the ice bath was removed and the reaction mixture was stirred for 3 h at 40 C and was diluted with EtOAc (50 mL), cooled to 0 C, quenched by careful addition of saturated aq. NH4CI (40 mL). The resulting mixture was extracted with EtOAc (3 x 50 mL), and the combined organic layers were washed with water (50 mL) and brine (50 mL), dried over MgSC>4 and concentrated. Flash column chromatography (silica gel, hexanes:EtOAc 2: 1 to 1 : 1) gave phthalide 29 as a yellowish solid (13.4 g, 53.6 mmol, 80% yield). 29: R/ = 0.31 (silica gel, hexanes:EtOAc 2: 1); IR (film) vmax = 3341, 2979, 2931, 2851, 1741, 1719, 1604, 1538, 1497, 1450, 1423, 1390, 1365, 1316, 1299, 1234, 1126, 1063, 1002 cm”1; FontWeight=”Bold” FontSize=”10″ H NMR (500 MHz, CDC13): delta = 7.83 (d, J = 2.0, 1 H), 7.76 (d, J = 7.8, 1 H), 7.36 (d, J = 8.3, 1 H), 6.92 (br, 1 H), 5.23 (s, 2 H), 1.47 (s, 9 H) ppm; 1 C NMR (125 MHz, CDC13): delta = 170.9, 152.5, 140.5, 139.6, 126.4, 124.8, 122.5, 114.6, 81.1, 69.5, 28.2 ppm; HRMS (ESI-TOF): calcd for Ci3H16N04+ [M+H+]: 250.1074, found 250.1076.

57319-65-0 6-Aminoisobenzofuran-1(3H)-one 93631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; WILLIAM MARSH RICE UNIVERSITY; BRISTOL-MYERS SQUIBB COMPANY; THE SCRIPPS RESEARCH INSTITUTE; NICOLAOU, Kyriacos, C.; LU, Min; MANDAL, Debashis; GANGWAR, Sanjeev; CHOWDARI, Naidu, S.; POUDEL, Yam, B.; WO2015/23879; (2015); 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: 1-Boc-piperazine (150 mg, 0.81 mmoles) was dissolved in anhydrous DMF (2 mL) and, under stirring, DIPEA (303 mL, 1.78 mmoles), PyBOP (461 mg, 0.89 mmoles) and 2-thiophenecarboxylic acid (114 mg, 0.89 mmoles) were added at room temperature. After complete conversion of 1-Boc-piperazine monitored by TLC analysis, the solution was diluted with DCM and washed with NaOH 0.5M, brine, HCl 0.1M and brine. Organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by chromatographic column (eluent DCM/MeOH = 96/4) to obtain 10e (188 mg, 79% yield).

24673-56-1, As the paragraph descriping shows that 24673-56-1 is playing an increasingly important role.

Reference£º
Article; Giannini, Giuseppe; Battistuzzi, Gianfranco; Vesci, Loredana; Milazzo, Ferdinando M.; De Paolis, Francesca; Barbarino, Marcella; Guglielmi, Mario Berardino; Carollo, Valeria; Gallo, Grazia; Artali, Roberto; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 462 – 466;,
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Benzofuran | C8H6O – PubChem

59434-19-4,59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7A(is)-4-(Benzylideneamino)isobenzofuran- 1 (3H)-one[00485] 4-aminoisobenzofuran- l(3H)-one (600 mg, 4 mmol), benzaldehyde (427 mg, 4 mmol) were added to methanol (20 mL) and stirred under reflux overnight, then the mixture was evaporated under reduced pressure and the residue was dried in vacuum. 600 mg of crude product (E)-4- (benzylideneamino)isobenzofuran- 1 (3H)-one was obtained which was used for the next synthetic step without further purification.

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1914-60-9,2,3-Dihydrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50)., 1914-60-9

1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
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Benzofuran | C8H6O – PubChem

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 (1.00mmol) and aldehyde (1.00mmol) were combined in a dry vial. 3.5g of neutral alumina was then added followed by 5ml of dichloromethane. The reaction mixture was stirred for 12h at 25C. The reaction mixture was then filtered and the dichloromethane layer collected and concentrated to dryness in vacuo. Further purification was performed as noted.

As the paragraph descriping shows that 7169-34-8 is playing an increasingly important role.

Reference£º
Article; Park, Hyo S.; Nelson, David E.; Taylor, Zachary E.; Hayes, James B.; Cunningham, Kirsten D.; Arivett, Brock A.; Ghosh, Rajarshi; Wolf, Larissa C.; Taylor, Kimberley M.; Farone, Mary B.; Handy, Scott T.; Farone, Anthony L; International Immunopharmacology; vol. 43; (2017); p. 116 – 128;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of the bromo methyl seco compound prepared in step A in DMF was added EDC (10mg, 0.054mMoles) and 5-Nitro benzofuran carboxylic acid (12mg, 0.054 mMoles) and allowed to stir for 6 hours. To this reaction mixture was then added ethyl acetate and brine. The combined organic layers were concentrated after three extractions with ethyl acetate. And filterd over silica gel using MeOH/DCM with increasing amounts of MeOH The product was confirmed by Mass Spec, M+1 = 530, 10242-12-3

As the paragraph descriping shows that 10242-12-3 is playing an increasingly important role.

Reference£º
Patent; MEDAREX, INC.; WO2005/112919; (2005); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,77095-51-3

100 mL of DCM were added to the Compound lll-HCI solution in DMSO as obtained in step A-example 2) and the mixture was cooled to 0 – 5 C. Benzofuran-6-carboxylic acid solution obtained in section A was added dropwise maintaining the temperature below 5 C. The mixture was stirred at 0 – 5 C for 2 h. (0194) After reaction completion 850 mL of water and 850 mL of DCM were added maintaining the temperature below 10 C. After phase separation the aqueous phase was extracted with 400 mL of DCM. Organic phases were mixed and washed three times with 400 mL of water. The organic phase was distilled to almost dryness, 470 mL of acetone were added and then the remaining DCM was distilled. The solution was filtered through a 0,2 muetaeta filter. 240 mL of water were added and then dicyclohexylamine was added until pH = 8.3. The mixture was stirred at 20 – 25 C for 16 h and then cooled to 0 – 10 C and stirred for additional 25 h. The product was filtered, then washed twice with 200 mL of water and dryed in the oven at 50 C. Yield: 65% HPLC purity: 99% Chiral HPLC purity > 99.5%

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTERQUIM, S.A.; BERZOSA RODRIGUEZ, Xavier; MARQUILLAS OLONDRIZ, Francisco; (38 pag.)WO2019/20580; (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.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.,77095-51-3

e) Example 3.5 (10 mmol) was mixed with EDC (2.11 g, 11 mmol), ) N, N-dimethylaminopyridine (“DMAP”, 0.1 g), triethylamine (2.02 g) and Example 1.11 (1.62g, 10 mmol) in anhydrous DMF (50 mL). After 15 hours at room temperature, the reaction mixture was diluted with ethyl acetate (200 mL), washed with water (30 mL, 3 times), dried with anhydrous magnesium sulfate and filtered. The residue after concentration of the filtrate was purified by column eluting with 10-30% ethyl acetate in hexane to give the title compound (3.7 g, 92%) : ESI-MS (m/z) : (M+1) 213.1.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); 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.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a stirred solution of EtONa (154 kg) in DMF (989 kg) was added EtSH (68.6 kg) at an inner temperature ?35 under nitrogen protection. The mixture was stirred for 6090min at the inner temperature ?35. 5-Methoxybenzofuran (58.75 kg) in DMF (55.0 kg) was added. The mixture was heated to 110-130, stirred for 45hrs, and then concentrated under vacuum below 90. After the mixture was cooled to 1020, 2N HCl (1326 kg) was added dropwise, followed by addition of EtOAc (531 kg) and H2O2(129 kg) at the inner temperature ?35. The mixture was stirred for 3060min. After separation of the organic layer, the aqueous phase was extracted with EtOAc. The combined organic phase was washed with saturated brine twice, and then the solvent was evaporated to dryness. MeOH and a solution of NaOH (44.5 kg) in water (185 kg) were added dropwise into the residue below 40. The mixture was stirred for 5-7 hrs at 3040. Active carbon (74 kg) wet up with water (77 kg) was added. The mixture was stirred for 4-6 hrs at 3040 and filtered and the filter cake was washed with MeOH and water. DCM was charged into the filtrate and pH was adjusted to 1 with 35aq. HCl below 40. The aqueous phase was extracted with DCM, and the organic phase was washed with 25NaCl and concentrated below 40 . The residue was used in the next step directly.1H NMR (400 MHz, DMSO-d6) delta 9.14 (s, 1H) , 7.86 (d, J 2.0 Hz, 1H) , 7.36 (d, J 8.8 Hz, 1H) , 6.94 (d, J 2.4 Hz, 1H) , 6.79 (dd, J 2.0, 0.9 Hz, 1H) , 6.74 (dd, J 8.8, 2.4 Hz, 1H) ppm. MS: M/e 135 (M+1)+.

13391-28-1, As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (86 pag.)WO2016/165626; (2016); 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.17403-47-3,5-Nitro-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

A mixture of 21 (6.3 g, 38.1 mmol) and 10% palladium on carbon (1.0 g) in EtOH (50 mL) and THF (50 mL) was stirred under an atmosphere of H2 (1 atm) at room temperature for 13 h. The catalyst was removed by filtration, and then the filtrate was concentrated. The residue was purified by flash chromatography on SiO2 with a gradient eluent of 0-10% MeOH/EtOAc to provide 22 (4.63 g, 90%) as a pale brown powder; 1H NMR (CDCl3) delta: 3.12 (2H, t, J = 8.6 Hz), 3.37 (2H, s), 4.49 (2H, t, J = 8.6 Hz), 6.43-6.47 (1H, m) 6.57-6.61 (2H, m); Anal. Calcd for C8H9NO: C, 71.09; H, 6.71; N, 10.36. Found: C, 70.92; H, 6.60; N, 10.09.

17403-47-3, The synthetic route of 17403-47-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shirai, Junya; Yoshikawa, Takeshi; Yamashita, Masayuki; Yamamoto, Yasuharu; Kawamoto, Makiko; Tarui, Naoki; Kamo, Izumi; Hashimoto, Tadatoshi; Ikeura, Yoshinori; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6430 – 6446;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem