Heterocyclic Building Block-benzofuran

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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35700-40-4,2,3-Dihydrobenzofuran-7-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2,3-dihydrobenzofuran-7-carboxylic acid (1.0g, 6.09 mmol, 1.0 equiv.), dimethylmethoxyamine hydrochloride (654 mg, 6.7 mmol, 1.1 equiv.), diisopropylethylamine (DIEA) (2.35 ml, 13.4 mmol, 2.2 equiv.), benzotriazole-1-yl-oxy-tris-pyrrolidinophosphonium hexafluorophosphate (PyBOP) (3.48g, 6.7 mmol, 1.1equiv.) and 4-dimethylaminopyridine (DMAP) (74 mg, 0.67 mmol, .1 equiv.) in anhydrous THF (20 ml) was stirred for 18hr under argon. The reaction mixture was then diluted with EtOAc (100 ml) and washed with aqueous sat. NaHCO3 (2×150 ml) and aqueous 1N HCl (2 x 150 ml), the oragnic layer was dried over MgSO4, filtered and solvent removed. yield : 1.06 mg, 84 %. LS-MS calcd 207, found 208. To a solution of the amide (950 mg, 4.59 mmol, 1.0 equiv.) in anhydrous THF (20 ml) was cooled to -5C under argon, was slowly added 1.0 M LAH in THF (9.1 ml, 9.14 mmol, 1.5 equiv.), the reaction mixture was stirred for 1 hr at -5C- A solution of aqueous 1 N HCl (150 ml) was slowly added to the reaction mixture, and extracted with EtOAc (50 ml). The organic layer was washed with aqueous 1 N HCl (150 ml), the organic layer was collected and dried over MgSO4, filter and solvent removed under reduced pressure to yield the aldhyde. Yield: 620 mg, 91%. LR-MS calcd 148, found 149.

35700-40-4, The synthetic route of 35700-40-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP1041980; (2005); B1;,
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54008-77-4, 2-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

54008-77-4, General procedure: To a stirred solution of 2-bromobenzofuran/2-bromobenzo[b]thiophene (2.53 mmol) in ethanol (5 mL) was added hydrazine(0.08 g, 2.53 mmol), I2 (0.03 g, 10 mol%) and alkanone (2.53 mmol).The reaction mixture was reuxed for 1e3 h. After completion ofthe reaction as monitored by TLC, the reaction mixture wasquenched with a saturated aqueous solution of Na2S2O3. Theorganic and aqueous layers were then separated. The aqueous layerwas extracted with ethyl acetate (3 50 mL). The extract waswashed with water and nally with brine. The organic layer wasdried over anhydrous Na2SO4 and concentrated by rotary evapo-rator. Finally, the residue was puried by recrystallization from ethanol.

The synthetic route of 54008-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chacko, Priya; Shivashankar, Kalegowda; Tetrahedron; vol. 74; 13; (2018); p. 1520 – 1526;,
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115010-11-2, 2,3-Dihydro-1-benzofuran-5-sulfonoylchloride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,3-Dihydro-benzofuran-5-sulfonyl chloride (24.05 mg, 0.11 mmol) was added to a solution of 3-(2,2a,4,5-Tetrahydro-1H-3-aza-acenaphthylen-3-yl)-propylamine dihydro-chloride (28.92 mg, 0.1 mmol) and N,N’-diisopropylethylamine (51.7 mg, 0.4 mmol) in CH2Cl2 (10 mL) and the mixture was stirred overnight at room temperature. The resulting solution was washed with water (3 x 10 mL), dried over Na2SO4 and evaporated to dryness. The free base was dissolved in ethyl acetate (1 ml). A 2,8 M solution of hydrogen chloride in ethanol (0.10 mL) was then added. The product was crystallized and collected by filtration, and vacuum dried to give a white solid (33 mg, 77%). 1H NMR (300 MHz, DMSO-D6) delta ppm 1.92 (m, 4 H) 2.56 (m, 1 H) 2.83 (m, 4 H) 3.09 (m, 3 H) 3.24 (m, 2 H) 3.39 (m, 1 H) 3.77 (d, J=11.13 Hz, 1 H) 4.62 (m, 3 H) 6.93 (d, J=8.49 Hz, 1 H) 7.08 (d, J=7.47 Hz, 1 H) 7.17 (m, 1 H) 7.26 (t, J=7.47 Hz, 1 H) 7.60 (m, 3 H) 10.27 (br, 1 H) MS (APCI (M+H)+): 399, 115010-11-2

As the paragraph descriping shows that 115010-11-2 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1676840; (2006); A1;,
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32703-79-0, 5-(tert-Butyl)isobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Isobutylphthalic anhydride (500 mg, 2.45 mmol) and 4-aminobutyric acid (260 mg, 2.5 mmol) were added to glacial acetic acid (10 mL), and the mixture was heated to 100 C for 3 h. The reaction was quenched with water (10 mL) and the NaOH solution (0.1 mol/L) was adjusted to pH 6-8. Dichloromethane extraction (10mL ¡Á 3), washed with saturated NaHCO3 solution, washed with water, combined with organic phase, dried over anhydrous sodium sulfateDry and dry, 640mg of yellow solid,LC-MS and 1 H-NMR confirmed the expected intermediate compound, yield 87.5%.

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

Reference£º
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Chinese Academy Of Sciences Animal Institute; Wu Song; Zhou Qi; Zhang Wenxuan; Wu Jun; Wu Hongna; Hao Jie; Wang Liu; (88 pag.)CN109867661; (2019); A;,
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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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7168-85-6,7-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

General procedure: Commercial 2-ethylfuran (1.9 g, 20 mmol, 1 eq) dissolved theanhydrous 15 mL THF, and the solution was added n-BuLi (10 mL, 2.5 M solution in hexane), The mixture wasstirred at 0 C for 3 h, then it was cannulated over 20 min into a solution of trimethyl borate (2.28 g, 22 mmol, 1.1eq) in 5 mL THF. The mixture was warmed to r.t., and cooled back to 0 C after stirring for 30 min. 1N aq. HCl(18 mL) was added to neutral pH, and extracted with ether. The combined extracts were washed with water anddried with Na2SO4 and concentrated to furnish the boric acid, 1.25 g. To the solution of (5-ethylfuran-2-yl)boronicacid (610 mg, 4.35 mmol, 1 eq) in 1.5 mL MeOH under N2 was added KHF2 (610 mg, 4.35 mmol, 1 eq) in oneportion at 0 C, To the suspension was added 3.8 mL H2O, then the ice-water bath was removed and the reactionwas stirred for 10 min. The crude mixture was concentrated and dried overnight in vacuo. The solid was extractedwith acetone for 3 times, and the crude solid was recrystallized with acetone/ether to yield the title compound (460mg, 23% over 2 steps)., 7168-85-6

The synthetic route of 7168-85-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zheng, Hongbo; Li, Lin; Sun, Bin; Gao, Yun; Song, Wei; Zhao, Xiaoyu; Gao, Yanhui; Xie, Zhiyu; Zhang, Nianzhao; Ji, Jianbo; Yuan, Huiqing; Lou, Hongxiang; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 30 – 38;,
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37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of amine (1.2 equiv) and phthalic anhydride inaqueous glacial acetic acid (1 M) was stirred and heatedunder reflux overnight. Products was precipitated by addingwater, filtered, and washed thoroughly with water. Residueswere diluted with MeOH, dried with MgSO4, and evaporatedto provide the crude products 1?5 (yield ~90percent)., 37418-88-5

As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Article; Xiao, Bin; Wang, Shumin; She, Zhanfei; Cao, Qingfeng; Zhao, Na; Tian, Xiangrong; Su, Yixin; Medicinal Chemistry Research; vol. 26; 8; (2017); p. 1628 – 1634;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.610-93-5,6-Nitroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

610-93-5, 6-Nitrophthalide (20 mmol) was dissolved in ethyl acetate (200 mL) and methanol (50 mL) and hydrogenated at atmospheric pressure in the presence of 10% Pd/C (0.3 g). After 18 h the reaction mmixture was filtered through a bed of celite and the filtrate was removed under reduced pressure. The residue was washed with cold ethyl acetate (20 mL) to yield 6-aminophthalide.5

The synthetic route of 610-93-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Strydom, Belinda; Bergh, Jacobus J.; Petzer, Jacobus P.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1269 – 1273;,
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128851-73-0, 6-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1) 6-bromo-3- (chloromethyl) benzofuran To a solution of 6-bromobenzofuran (484 mg, 2.27 mmol) in benzene (0.2 mL) were added aqueous formaldehyde (1 mL) and concentrated hydrochloric acid (1 mL) . The mixture was purged with HCl gas and heated at 70 for 1 hour. The mixture was diluted with EtOAc (40 mL) , and then washed with water (20 mL) and saturated aqueous NaCl, dried over anhydrous Na2SO4. The mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with DCM to give 6-bromo-3- (chloromethyl) benzofuran as a white solid (490 mg, 82) .[1032]MS (ESI, pos. ion) m/z: 244.9 [M+H]+., 128851-73-0

Big data shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; XIE, Hongming; WU, Xiwei; REN, Qingyun; ZHANG, Jiancun; (236 pag.)WO2015/197028; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem