Day: September 25, 2020

13196-11-7, Benzofuran-6-ol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of Example 5b (0.26 g, 1.9 mmol, 1 eq.), triethylamine (0.65 g, 6.5 mmol, 3.4 eq.), and magnesium dichloride (0.29 g, 3.1 mmol, 1.6 eq.) in acetonitrile (25 mL) was added paraformaldehyde (0.36 g, 13 mmol, 6.8 eq.) portionwise. The resulting mixture was refluxed for 3.5 hours at which time TLC revealed that all the starting material was consumed. The reaction mixture was acidified with 6 N HCl, concentrated and extracted with ether (3* 15 mL). The ether extracts were washed with water, brine, dried over Na2S04 and concentrated under reduced pressure to give the desired product (Example 5c, 0.22 g, crude yield 65%) as yellow oil., 13196-11-7

13196-11-7 Benzofuran-6-ol 128844, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
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Benzofuran | C8H6O – PubChem

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

58546-89-7, Reference Example 1-14-(Benzofuran-5-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester hydrochloride To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester (0.383 g, 1.70 mmol) in isopropanol (15 ml) was added 5-aminobenzo[b]furan (0.250 g, 1.88 mmol), and the mixture was heated for 1 hour under reflux.After the completion of the reaction, the reaction mixture was cooled to 0 C., and then the precipitated solid was collected by filtration, washed with diethyl ether, and dried under reduced pressure to give the compound of the Reference Example 1-1 (0.528 g, 1.47 mmol, yield 87%).Mass (EI, m/z): 322 [M]+.1H-NMR (DMSO-d6) delta: 12.95 (1H, br s), 11.06 (1H, s), 8.39 (1H, s), 8.24 (1H, d, J=1.7 Hz), 8.15 (1H, s), 8.02 (1H, d, J=2.0 Hz), 7.65 (1H, d, J=8.8 Hz), 7.56 (1H, dd, J=8.8, 2.0 Hz), 7.02 (1H, d, J=1.7 Hz), 4.40 (2H, q, J=7.1 Hz), 1.37 (3H, t, J=7.1 Hz).

58546-89-7 Benzofuran-5-amine 1477152, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UBE INDUSTRIES, LTD.; US2012/149902; (2012); 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 compound 3a or 3b (2.0 mmol) in methanol (20 mL) was added successively anaqueous 50% potassium hydroxide (3 mL) and benzaldehyde derivatives 4 (3.0 mmol). The mixture was heated at 60 C and then solvent was evaporated. The residue was diluted in water and extracted with ethyl acetate. The organic layer was dried over anhydrous MgSO4 and filtered. The filtrate was concentrated and purified by silica gel column chromatography to give aurones., 15832-09-4

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

Reference£º
Article; Shin, Seo Young; Shin, Min Cheol; Shin, Ji-Sun; Lee, Kyung-Tae; Lee, Yong Sup; Bioorganic and Medicinal Chemistry Letters; vol. 21; 15; (2011); p. 4520 – 4523;,
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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, 6-Amino-1(3H)-isobenzofuranone (3.0 g, 20 mmol) obtained from Example 26-(1) was dissolved in a mixture of 47% aqueous hydrobromic acid solution (15 ml) and water (15 ml), then the mixture was cooled to 0C, and a solution of sodium nitrite (1.45 g, 21 mmol) in water (7 ml) was slowly added thereto. Further, a solution of copper (I) bromide (3.6 g, 25 mmol) dissolved in 47% aqueous hydrobromic acid solution (10 ml) was added to the reaction mixture, and the resulting mixture was stirred at 80C for 20 minutes. After cooling the mixture, the liberated product was collected by filtration and then washed with water. The obtained pale brown solid was dissolved in ethyl acetate, then the insoluble material was removed by filtration, and the filtrate was washed successively with a 1N aqueous solution of hydrochloric acid, an aqueous solution of sodium hydrogen carbonate, and an aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated to afford the title compound (3.57 g, 84% yield) as a crystalline solid. NMR spectrum (400 MHz, CDCl3) delta ppm: 5.289 (2H, s), 7.391 (1H, d, J=8 Hz), 7.808 (1H, dd, J=8, 2 Hz), 8.068 (1H, d, J=2 Hz) IR spectrum nu max KBr cm-1: 1778, 1458, 1359, 1191, 1046, 998, 768 Mass spectrum m/z (EI): 214, 212 (M+), 185, 183, 157, 155.

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

Reference£º
Patent; Sankyo Company, Limited; EP1362856; (2003); A1;,
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Benzofuran | C8H6O – PubChem

42933-43-7, 2,3-Dihydrobenzofuran-5-amine is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5; Preparation of N-(4-tert-butylphenyl)-2,3-dihydro-1-benzofuran-5-amine; [Show Image] To a flask equipped with a magnetic stirrer, reflux condensor, and nitrogen inlet was added 2,3-dihydro-1-benzofuran-5-amine (11.6 grams, 85.8 mmoles, prepared as in Example 23 of U.S. Pat. No. 20040029932), 4-tert-butyl bromobenzene (18.1 grams, 85 mmoles), tris(dibenzylideneacetone)dipalladium (0) (1.6 grams, 1.7 mmoles), rac-2,2′-bis(diphenylphosphino)-1,1′-binapthyl (2.1 grams, 3.4 mmoles), sodium tert-butoxide (16.4 grams, 0.17 moles) and anhydrous toluene (100 mL). The contents of the flask were refluxed for three days; cooled to room temperature; and filtered through a pad of silica gel. The silica gel pad was then eluted with dichloromethane (150 mL). The combined organic layers were concentrated in vacuo to yield a dark solid. The solid was chromatographed on silica gel, eluting with hexane/ethyl acetate (20:1) to afford 10 grams of the desired product as a white solid. 1H NMR (CDCl3) delta 7.25 (d, 2H), 6.95 (s, 1H), 6.85 (d, 3H), 6.7 (d, 1H), 5.4 (bs, 1H), 4.5 (t, 2H), 3.15 (t, 2H), 1.3 (s, 9H)., 42933-43-7

As the paragraph descriping shows that 42933-43-7 is playing an increasingly important role.

Reference£º
Patent; Chevron Oronite Company LLC; EP1801104; (2007); A2;,
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Benzofuran | C8H6O – PubChem

143878-29-9, Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

25 g of intermediate (IV) was added to 140 mL of water and 27 mL of propylene glycol monomethyl ether, stirred,Add 20mL 50% sodium hydroxide solution, the system temperature to 90-100 , stirring temperature 12h,Stirring speed 300r / min, cooling to 0-10 , stirring 1h, filtered to obtain solid (intermediate sodium salt).The sodium salt of intermediate V was added to 200 mL of water and 40 mL of propylene glycol monomethyl ether and the temperature was raised to 75-85 C,Dropping 10mL concentrated hydrochloric acid, pH 1-2, precipitation of solid, cooling to 0-10 , stirring 1h,Stirring speed 300r / min, suction filtration, washing, drying at 50-60 for 8h to obtain intermediates (V)White solid, 13.2 g, yield 66%, purity 100.0% (HPLC)., 143878-29-9

143878-29-9 Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate 10635698, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Fuxin Fengcheng Chemical Technology Development Co., Ltd; Wang, Ji; Cao, Ronghao; (7 pag.)CN106316998; (2017); A;,
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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.

Trifluoroacetic acid (2 ml) was added to a solution of (S)-1-((6S,7S,9aR)-6- hydroxy-3-oxo-octahydro-pyrrolo[1,2-a]azepin-7-ylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester (158 mg, 0.4 mmol) in CH2Cl2 (2 ml) at rt. The reaction mixture was stirred for 1 hr at rt, then was concentrated under the reduced pressure. After drying under the vacuum, the residue was dissolved in DMF (3 ml) followed by the addition of benzofuran-2-carboxylic acid (76 mg, 0.47 mmol), hydroxybenztriazole (69 mg, 0.51 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl (97 mg, 0.51 mmol), and diisopropylethylamine (0.18 ml, 1.03 mmol). The reaction mixture was stirred for overnight at rt, and DMF was removed under the reduced pressure, then was diluted with EtOAc (70 ml), washed with cold 1N HCl (50 ml), sat’d NAHC03 (50 ml), and brine (50 ml), dried over magnesium sulfate, filtered, concentrated in vacuo by rotary evaporation, and chromatographed on silica gel (2% to 5% MeOH/CH2Cl2) to yield the title compound (116 mg, 66% for two steps); 1H NMR (CDCl3)]: delta 0.99 (d, J = 6.3 Hz, 3H), 1.01 (d, J = 6.3 Hz, 3H), 1.50-1.96 (m, 8H), 2.10-2.20 (m, 1H), 2.38-2. 53 (m, 2H), 3.19 (d, J = 14.2 Hz, 1H), 3.66-3.75 (m, 1H), 3.81-3.93 (m, 2H), 4.10 (d, J = 15.2 Hz, 1H), 4.58-4.65 (m, 1H), 6.66 (brs, 1H), 7.01 (d, J = 8.1 Hz, 1H), 7.31-7.56 (m, 4H), 7.70 (d, J = 7.6 Hz, 1H); LCMS: 442.2 (MH+).

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/103574; (2003); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

6296-53-3, N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6296-53-3

Example 13 N-{2-[1-(3-Cyclopropylmethoxy-4-methoxy-phenyl)2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide To a solution of i-(3-cyclopropylmethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethylamine (1.0 g, 3.3 mmol) in acetic acid (10 mL), was added 3acetamido-phthalic anhydride (1.37 g, 6.7 mmol) and sodium acetate (0.54 g, 6.7 mmol). The mixture was heated at reflux temperature overnight. The solvent was removed in vacuo. The resulted oil was extracted with ethyl acetate (50 mL) and water (30 mL). The organic layer was washed with water (30 mL*2) and brine (30 mL) and dried over magnesium sulfate. The solvent was removed in vacuo and the resulted oil was purified by silica gel column to give N-{2-[1-(3-cyclopropylmethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide as a white solid (340 mg, 21percent): mp 102-104¡ã C.; 1H-NMR (CDCl3) delta 0.35-0.37 (m, 2H, c-CH2), 0.62-0.67 (m, 2H, c-CH2), 0.88-0.93 (m, 2H, c-CH2), 1.25-1.32 (m, 1H, c-CH), 2.25 (s, 3H, CH3), 2.87 (s, 3H,CH3), 3.75 (dd, J=4, 15 Hz, 1H, CHH), 3.83-3.85 (m, 5H, OCH2+OCH3), 4.53 (dd, J=10, 15 Hz, 1H, CH2), 5.85 (dd, J=4, 10 Hz, 1H, NCH), 6.84 (d, J=8 Hz, 1H, Ar), 7.07-7.10 (m, 2H, Ar), 7.45 (d, J=5 Hz, 1H, Ar), 7.62 (t, J=8 Hz, 1H, Ar), 8.72 (d, J=8 Hz, 1H, Ar), 9.45 (s, 1H, NHCO); 13C NMR (CDCl3) delta 1.6, 3.2, 3.3, 24.7, 41.4, 48.3, 54.2, 55.8, 73.9, 111.5, 113.1, 115.0, 118.0, 120.3, 124.7, 129.1, 130.9, 135.9, 137.2, 148.6, 149.8, 167.2, 169.0, 169.3. Analy. Calculated for C24H26N2O7S: C, 59.25; H, 5.39; N, 5.76. Found: C, 59.00; H, 5.36; N, 5.55.

The synthetic route of 6296-53-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Muller, George W.; Man, Hon-Wah; US2006/84815; (2006); 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.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Compound 177 (2.0 g, 9.66 mmol) and beta-alanine methylester?HC1 (1.752 g, 12.55 mmol) were dissolved in DMF (48.3 mL). EDC (2.41 g, 12.55 mmol) and DMAP (0.59 g, 4.83 mmol) were added and the reaction was stirred under Ar at rt for 2 d. An additional amount of beta-alanine methylester?HC1 (337 mg), EDC (462 mg), and DMAP (147 mg) were added and stirred for an additional night. The reaction was cooled in an ice bath and then water was added to precipitate the desired compound. The solution was filtered to obtain compound 181 (2.82 g, 100% yield), which used without further purification. LCMS = 4.33 mm (8 mm method). Mass observed (ESI): 293.0 (M+H). ?H NMR (400 MHz, CDC13): 2.70 (t, J= 5.8 Hz, 2H), 3.75 (s, 3H), 3.76 – 3.81 (m, 2H), 7.30 (s, 1H), 7.59 (s, 1H), 7.63 (d, J = 9.1 Hz, 1H), 8.34 (dd, J= 9.1, 2.3 Hz, 1H), 8.62 (d, J= 2.3 Hz, 1H)., 10242-12-3

The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

81742-10-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.81742-10-1,3,6-Dichlorotrimellitic Anhydride,as a common compound, the synthetic route is as follows.

4-(naphth-2-yl)-2-fluoro-1,3-dihydroxybenzene 14 (100 mg, 0.4 mmol) obtained from Example 3, anhydrous 2,5-dichlorotrimellitic acid 23 (52 mg, 0.2 mmol, AB part 361892), and methanesulfonic acid (5 mL) at 120-130C, and the mixture was stirred for 2 hours. Then,the mixture was mixed with ice water (50 mL), cooled and precipitate was formed. The precipitated dye was extracted with ethyl acetate (100 mL), the extract was washed with water (50 mL ¡Á 2) and washed with brine (50 mL ¡Á 1). The resulting mixture was dried over sodium sulfate, filtered, and solvent was removed and the crude pigment was obtained as two isomers. The obtained isomers can be separated by thin-layer chromatography (silica gel,Mobile phase of dichloromethane: methanol: acetic acid 100: 10: 2 (by volume)), and 60 mg (41%) of the desired slowly moving isomer was obtained.

81742-10-1 3,6-Dichlorotrimellitic Anhydride 15883776, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; APPLIED BIOSYSTEMS Ltd. LIABILITY COMPANY; BENSON, SCOTT CONRAD; MENCHEN, STEVEN MICHAEL; THEISEN, PETER DAVID; UPADHYA, KRISHNA GAJANAN; HAUSER, JOAN DALE; (37 pag.)JP2015/57478; (2015); A;,
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Benzofuran | C8H6O – PubChem