Heterocyclic Building Block-benzofuran

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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
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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;,
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.

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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.

Example 6 4-(3,4-Dichloro-benzyloxy)-2-(2,6-d-oxo-piperid-n-3-yl)-isoindole-l,3-d-oneStep 1 :[179] Triethylamine (2.70 mL, 19.4 mmol) was added to a mixture of 3- hydroxyphthalic anhydride (3.00 g, 18.3 mmol) and ralphac-alpha-aminoglutarimide hydrochloride (3.01 g, 18.3 mmol) in DMF (60 mL). The reaction mixture was heated to 90 0C overnight, then cooled to room temperature and the solvent was evaporated under vacuum. The residue was stirred in CH2Cl2 (100 mL) for 30 min and the solvent was removed under vacuum. The residue was stirred in water (120 mL) for 2 h and the resulting solid was filtered, washed with water (50 mL) and dried. 1 ,4-Dioxane (200 mL) was added, and the resulting suspension was stirred for 16 h and filtered; the insoluble material was reserved. The filtrate was treated with decolorizing carbon (2 g) and heated to reflux for 1 h. After cooling to 50 0C, the reaction mixture was filtered through Celite and the filter was washed with additional 1,4-dioxane (50 mL). The filtrate was combined with the insoluble precipitate and evaporated to dryness. The resulting solid was triturated with ethyl acetate (100 mL), filtered and dried to give 2-(2,6-dioxo-piperidin-3-yl)-4-hydroxy-isoindole-l,3-dione, 4.18 g, in 56% yield; 1H NMR (DMSO-J6) delta 1.99-2.06 (m, IH), 2.45-2.61 (m, 2H), 2.82-2.96 (m, IH), 5.08 (dd, J = 12.6 Hz, J = 5.3 Hz, IH), 7.23-7.33 (m, 2H), 7.66 (dd, J = 8.2 Hz, J = 7.2 Hz, IH), 11.10 (s, IH), 11.19 (s, IH)., 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELGENE CORPORATION; WO2008/115516; (2008); 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.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

General procedure: A reaction vessel was charged with phthalic anhydride (1.0 mmol), alkyl acrylate (2.0 mmol), ruthenium catalyst (0.015 mmol, 9mg), Cu(OAc)2*H2O (400 mg, 2.0 mmol), and NMP (3ml) in air. The reaction vessel was then sealed and stirred at 120 C for 20 h. Then, the mixture was cooled to room temperature and diluted with ethyl acetate and washed with brine. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting residue that was purified by column chromatography using ethyl acetate-hexane (15:85) as the solvent, and then recrystallized in ethyl acetate-hexane (15:85).

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

Reference£º
Article; Kianmehr, Ebrahim; Fardpour, Maryam; Darvish, Ali; Kharat, Ali Nemati; Weng Ng, Seik; Tetrahedron Letters; vol. 60; 10; (2019); p. 699 – 702;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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.

General procedure: In a 20 or 40 mL reaction vial equipped with magnetic stir bar and Teflon-lined cap, a solution of the corresponding carboxylic acid (1.5 mmol, 3.0 eq) and DMAP (183.3 mg, 1.5 mmol, 3.0 eq) in anhydrous DMF (9.0 mL) was homogenized by stirring for 5-10min. EDCI¡¤HCl (287.6mg, 1.5mmol, 3.0 eq) was added, and the resulting mixture was homogenized by stirring for 5-10 min. The corresponding 1,3-indandione (0.5mmol, 1.0 eq) was added, and the resulting mixture was resealed and stirred for 12-72h, monitoring by LCMS. When complete, workup method A, B, or C was used to isolate the final products.

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

Reference£º
Article; Larsen, Brian J.; Rosano, Robert J.; Ford-Hutchinson, Thomas A.; Reitz, Allen B.; Wrobel, Jay E.; Tetrahedron; vol. 74; 22; (2018); p. 2762 – 2768;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

Compound 4 (5-bromobenzofuran, 8.5 g, 43.4 mmol),Compound 5 (4-(methoxycarbonyl)phenylboronic acid,8.6 g, 47.8 mmol) dissolved in MeOH (9.0 mL, 1 mL/g),In toluene (90.0 mL, 10 mL/g),Add Cs2CO3 (28.1g, 86.3mmol),Then fill with nitrogen. Pd(PPh3)4 (2.5 g, 2.2 mmol) was added under nitrogen,It was then stirred under reflux for 2 hours. After the reaction,The reaction was filtered through celite and concentrated.Then, by recrystallization, a white solid compound 6 (9.7 g, yield: 89percent) was obtained.

23145-07-5, 23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

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;,
Benzofuran – Wikipedia
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

The resulting intermediate 7 (30 g, 0.11 mol), water (150 mL),Propylene glycol monomethyl ether (36mL) and 50% sodium hydroxide solution (90mL), slowly heated to 90 C with stirring, the same temperature for 8h, the reaction was monitored by TLC. After the reaction is completed,Cooled to 5 C with ice bath and stirred for 2h, filtered with suction,The filter cake was washed with an appropriate amount of water added to 500mL single-necked flask,Water (210 mL) and propylene glycol monomethyl ether (35 mL) were added,The temperature of the reaction solution was raised to 80 C and the reaction solution became homogeneous.Dilute dilute hydrochloric acid, adjust pH to about 3, precipitated solid.After cooling to 10 C, stirring was continued for 2h. Suction filtration,The filter cake was washed with an appropriate amount of water and dried to give an off-white solid,Yield 20.8g, yield 89.8%, purity 99%, 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; Shenyang Pharmaceutical University; Wang Shaojie; Lei Yu; Bao Li; (9 pag.)CN107337658; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem