Category: 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.

324.0 mg (2 mmol) of benzofuran-2-carboxylic acid was suspended in 5 mLs of methylene chloride. The flask was flushed with argon for 10 minutes before injection of 0.4 mL (4 mmol) oxalyl chloride. Two drops of dimethylformamide were injected and furious bubbling began. The sealed vessel was continuously flushed with argon and vented for 2 hours at room temperature. 10 mLs of sieve dried ethanol was slowly injected and allowed to stir for an additional hour. Volatiles were removed under vacuum and the crude intermediate was resuspended in 5 mLs ethanol. To this solution was added 250 mg (5 mmol) of hydrazine water salt. The reaction was refluxed for 3 hours to give the corresponding hydrazide. Volatiles were removed under vacuum and the product suspended in 10 mLs of ethanol. From here the reaction proceeded as described in Series 1 General Procedure to yield 369.1 mg of dry product (72% yield). ?H NMR (400 MHz, DMSO): 10.26 (d, J 6.0 Hz, 1H),7.78 (d, J 8.0 Hz, 1H), 7.66 (d, J 8.4 Hz, 1H), 7.54 (s, 1H), 7.49-7.45 (m, 1H), 7.36-7.32 (m, 1H), 5.16-5.13 (m, 1H), 2.84-2.79 (m, 2H), 1.48-1.41 (m, 2H), 1.39-1.33 (m, 2H), 0.90 (t, J= 7.2 Hz,3H); ?3CNMR(100MHz,DMSO): 157.7, 154.7, 148.7, 127.5, 127.2, 124.2, 123.1, 112.2, 109.6, 51.2, 30.2, 20.3, 14.4. [(m+H)/z = 233.25]. (2254) purity 98.8%, tR 11.53 mins.

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

Reference£º
Patent; MUSC FOUNDATION FOR RESEARCH DEVELOPMENT; CHOU, Chung-Jen, James; MCCLURE, Jesse; ZHANG, Cheng; INKS, Elizabeth; (68 pag.)WO2018/71740; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Thionyl chloride (9 mL) was added to the carboxylic acid (1.0 equiv, 10.0 mmol) and the mixture wasrefluxed for 2 h. The solution was then concentrated in vacuo. An oven-dried round-bottomed flask(100 mL) equipped with a stir bar was charged with glutarimide (909.4 mg, 0.91 equiv, 8.04 mmol), acyl chloride (1.0 equiv, 8.84 mmol), 4-dimethylaminopyridine (DMAP, 280.4 mg, 0.25 equiv, 2.5mmol) and dichloromethane (50 mL). Triethylamine (typically, 2.0 equiv) was added dropwise to the reaction mixture with vigorous stirring at 0 C, and the reaction mixture was stirred overnight at room temperature. After the indicated time, the reaction mixture was diluted with Et2O (20 mL) and filtered.The organic layer was washed with HCl (1.0 N, 30 mL), brine (30 mL), dried, and concentrated. The residue was purified by recrystallization or chromatography on silica gel to afford the corresponding amide.

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

Reference£º
Article; Lee, Shao-Chi; Guo, Lin; Yue, Huifeng; Liao, Hsuan-Hung; Rueping, Magnus; Synlett; vol. 28; 19; (2017); p. 2594 – 2598;,
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.

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.496-41-3,Benzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.,496-41-3

In a 50 mL round bottom flask equipped with a magnetic stirrer,Benzofuran-2-carboxylic acid (162 mg, 1.0 mmol, 1.0 eq),Selectfluor (708 mg, 2.0 mmol, 2.0 eq), potassium fluoride(232 mg, 4.0 mmol, 4.0 eq); then dichloroethane (3.3 mL) and water (1.7 mL) were added as solvent;The reaction bottle was sealed in an oil bath at 70 C and heated and stirred for 15 hours. After the reaction was completed,The reaction mixture was extracted twice with 20 mL of ether. The organic phase was combined and washed with saturated brine and then dried over anhydrous sodium sulfate. After drying,Solvent to give the crude product; the crude product was subjected to column separation using analytically pure n-pentane as eluent to give the final productThe 2-fluorobenzofuran was a yellow oily liquid in 75% yield.

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

Reference£º
Patent; Central South University; Tang, Zhenyu; Yuan, Xi; Yao, Jianfei; (24 pag.)CN106397377; (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
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

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.

To a suspension of EDC¡¤HCl (2.99 g, 15.6 mmol, 1.2 equiv.) and NMM (5.72 mL, 52 mmol, 4 equiv.) in N,N-dimethylformamide (40 mL) were added successively HOBt (2.11 g, 15.6 mmol, 1.2 equiv.) and benzofuran-2-carboxylic acid 21 (2.11 g, 13 mmol, 1 equiv.). To this mixture was added a solution of N-tert-butoxycarbonylhomopiperazine 40 (2.60 g, 13 mmol, 1 equiv.) in N,N-dimethylformamide (12 mL). The reaction was allowed to stir at RT for 20 h and then diluted with water (200 mL) and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic fractions were then washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give a viscous oil. Purification by column chromatography on silica gel (50:50 v/v hexanes:EtOAc) afforded the title compound 41 as a light yellow oil (3.89 g, 87%); Rf 0.33 (50:50 v/v hexanes:EtOAc); IR (ZnSe) 2974, 1685 (C=O), 1624, 1412, 1252, 1161, 926, 744, 467; 1H NMR (300 MHz, CDCl3) delta 7.65 (1H, d, J = 7.8 Hz, ArH), 7.51 (1H, d, J = 7.8 Hz, ArH), 7.34 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 7.30 (1H, br s, furan H), 7.23 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 3.93 (2H, app. br s, CH2), 3.84 (2H, app. br s, CH2), 3.63 (2H, app. br s, CH2), 3.47 (2H, app. br s, CH2), 2.04 (2H, app. br s, CH2CH2CH2), 1.47 (9H, s, 3 CH3); 13C NMR (75.5 MHz, CDCl3) delta 161.1 (C), 155.6 (C), 155.1 (C), 149.7 (C), 127.3 (C), 126.9 (aryl), 124.0 (aryl), 122.7 (aryl), 112.5 (aryl), 112.2 (furan CH), 80.3 (C(CH3)3), 50.3 (homopiperaz. CH2), 49.4 (homopiperaz. CH2), 48.6 (homopiperaz. CH2), 46.8 (homopiperaz. CH2), 28.8 (CH3), 26.5 (CH2CH2CH2); HRMS (+ESI) Calc. for C19H24N2O4 [M + Na]+ 367.1628, found: 367.1630; m/z (+ESI) 367.00 ([M + Na]+, 25%), 711.07 ([2M + Na]+, 100%).

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

Reference£º
Article; Moussa, Iman A.; Banister, Samuel D.; Manoli, Miral; Doddareddy, Munikumar Reddy; Cui, Jinquan; MacH, Robert H.; Kassiou, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 17; (2012); p. 5493 – 5497;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3,496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SOCl2 (2.38g, 20mmol) was added drop-wise to a stirringsolution of 3-chlorobenzoic acid (6b, 0.78 g, 5 mmol) inCHCl3 (10 mL) under ice-water bath, and the mixture wasrefluxed for 1 h and then was concentrated under reducedpressure to get the intermediate.The intermediate in CHCl3 was added drop-wise to a stirringsolution of 1-(m-tolyl)piperazine hydrochloride (4b,0.53 g, 2.5 mmol) and TEA (10 mmol) in CHCl3 under icewaterbath. After being refluxed for 8h, the mixture waswashed with H2O and NaHCO3 saturated solution, then driedover Na2SO4 and concentrated under reduced pressure. Thecrude material was purified by CC (petroleum ether AcEt =4:1) and was acidulated with HCl and then was recrystallizedin EtOH to give the title compound 7c as white solid (0.30 g,34.19%)

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

Reference£º
Article; Guo, Xiaoke; Sun, Haopeng; Du, Lvpei; Huang, Lu; Xu, Jing; Zhu, Yingying; Yu, Peng; Zhang, Xiaojin; Tang, Yiqun; You, Qidong; Medicinal Chemistry; vol. 10; 5; (2014); p. 497 – 505;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3,496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: At 0C, to a solution of 1.0 mmol of benzofuran-2-carboxylic acid in anhydrous THF(20mL),0.135g(1.0mmol) of HOBt and 1.0 mmol of (2S,3R)- 2-Amino-3-hydroxy-N-octylbutanamide, (2S,3R)-2-Amino-3-hydroxy-N- dodecylbutanamide, (2 S,3 R)-2-Amino-3 -hydroxy-N-tetradecylbutanamide, or (2S,3R)-2-Amino-3-hydroxy-N-octadecylbutanamide were added. After 5 min, 0.220g (1.1 mmol) of EDC-HCl was added, and the pH of the solution was adjusted to 8-9 with 4-methylmorpholine. The mixture was stirred at 0 C for 2 h and at room temperature overnight. On evaporation the residue was dissolved in 80 mL of ethyl acetate. The solution was washed successively with saturated sodium bicarbonate, 5% potassium bisulfate, and saturated sodium chloride, and the organic phase was separated and dried over anhydrous magnesium sulfate for 2 h. After filtration and evaporation under reduced pressure crude product was obtained and recrystallized using ethyl acetate to obtain compounds NZJUlh, NZJU2h, NZJU3h, and NZJU4h. N-((2S,3R)-3-hydroxy- 1-oxo- l-(octylamino)butan-2-yl)-benzofuran- 2-carboxamide (NZJUlh) was obtained in a yield of 0.248 g (66.3%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.70 (d, J= 6.9 Hz, 1H), 7.66 (d, J= 7.8 Hz, 1H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.46 – 7.37 (m, 1H), 7.33 – 7.27 (m, 1H), 6.96 (s, 1H), 4.61 – 4.42 (m, 2H), 3.36 – 3.12 (m, 2H), 1.57 – 1.41 (m, 2H), 1.37 – 1.06 (m, 13H), 0.83 (t, J= 6.7 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 170.3, 159.8, 155.0, 147.9, 127.3, 123.8, 122.7, 112.0, 11 1.2, 66.8, 57.2, 39.7, 31.8, 29.4, 29.2, 26.9, 22.6, 18.2, 14.1; ESI/MS (m/e) 409.15 [M+Cl]”; Anal. Calcd. For C21H30 2O4: C, 67.35; H, 8.07; N, 7.48%. Found: C, 67.37; H, 8.13; N, 7.39%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(dodecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU2h) was obtained in a yield of 0.276 g (64.2%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.76 – 7.61 (m, 2H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.47 – 7.38 (m, 1H), 7.31 (d, J = 7.2 Hz, 1H), 6.95 (s, 1H), 4.64 – 4.41 (m, 2H), 3.39 – 3.09 (m, 2H), 1.59 – 1.41 (m, 2H), 1.39 – 1.02 (m, 21H), 0.87 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.6, 159.8, 155.0, 147.8, 127.4, 123.9, 122.7, 112.1, 111.3, 66.6, 56.8, 39.7, 31.9, 29.6, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7,18.2, 14.1; ESI/MS (m/e) 431.10 [M+H]+; Anal. Calcd. For C25H38N2O4: C, 69.74; H, 8.90; N, 6.51%. Found: C, 69.78; H, 8.76; N, 6.44%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(tetradecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU3h) was obtained in a yield of 0.323 g (70.5%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.74 – 7.60 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.44 (t, J= 7.6 Hz, 1H), 7.31 (t, J = 7.5 Hz, 1H), 6.85 (s, 1H), 4.61 – 4.44 (m, 2H), 3.37 – 3.09 (m, 2H), 1.58 – I.40 (m, 2H), 1.41 – 1.01 (m, 25H), 0.88 (t, J= 6.5 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.5, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.1, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 459.15 [M+H]+; Anal. Calcd. For C27H42N2O4: C, 70.71; H, 9.23; N, 6.11%. Found: C, 70.59; H, 9.29; N, 6.18%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(octadecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU4h) was obtained in a yield of 0.362 g (70.4%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.71 – 7.62 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.48 – 7.40 (m, 1H), 7.30 (t, J= 7.2 Hz, 1H), 6.87 (s, 1H), 4.59 – 4.44 (m, 2H), 3.35 – 3.15 (m, 2H), 1.57 – 1.43 (m, 2H), 1.36 – 1.11 (m, 33H), 0.88 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDCI3) delta 170.4, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.0, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 515.25 [M+H]+; Anal. Calcd. For C31H50N2O4: C, 72.33; H, 9.79; N, 5.44%. Found: C, 72.31; H, 9.81; N, 5.43%.

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

Reference£º
Patent; ZHEJIANG UNIVERSITY; GEORGIA REGENTS RESEARCH INSTITUTE, INC.; LIU, Feiyan; LIU, Kebin; HUANG, Zhizhen; WU, Ping; WO2014/66613; (2014); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem