Heterocyclic Building Block-benzofuran

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.

A mixture of 5-bromopyridin-3-amine (300 mg, 1.73 mmol), 2,3- dihydrobenzofuran-2-carboxylic acid (426 mg, 2.60 mmol) and EDCI.HC1 (497 mg, 2.60 mmol) in pyridine (4 mL) was stirred at 50 C for 2 h. The reaction mixture turned into brown solution from yellow. The reaction mixture was concentrated and the residue was diluted with water (25 mL), and then extracted with EtOAc (25 mL x3). The combined organic layer was washed with brine (25 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified by Combi Flash (20% to 50% EtOAc in pentane) to give N-(5-bromopyridin-3-yl)- 2,3-dihydrobenzofuran-2-carboxamide (500 mg, yield: 91%) as yellow gum. (1699) NMR (400 MHz, CDCb) d 3.49-3.57 (1H, m), 3.64-3.74 (1H, m), 5.28 (1H, dd, J= 10.8, (1700) 6.5 Hz), 6.94-7.01 (2H, m), 7.18-7.26 (2H, m), 8.39-8.49 (3H, m), 8.54 (1H, d, J= 2.3 Hz)., 1914-60-9

As the paragraph descriping shows that 1914-60-9 is playing an increasingly important role.

Reference£º
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
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1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42933-43-7,2,3-Dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.

Ac2O (2 equiv) and pyridine (1 equiv) were added dropwise to a stirred solution of compound 7 or 8, respectively, (1 equiv) in dioxane (4 mL) at 0C and the solution was stirred at 20C for 16 h. The solution was diluted with water (50 mL) and extracted with ethyl acetate (350 mL). The organic layer was washed with brine, dried over MgSO4, and then evaporated to give 9 (99%) as a brown solid or 10 (86%) as a white solid

42933-43-7, 42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3821 – 3830;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.174775-48-5,Ethyl 5-aminobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

To the solution of ethyl 5-aminobenzofuran-2-carboxylate (4) (1 mmol), bis-(2-chloro ethyl) amine (1.5 mmol), and sodium carbonate (2.0 mmol), in 1-propanol solvent. Reaction mass is heat to reflux for 24 h and filtered. Add mixture of water and MDC. Extract the compound with MDC twice. The combined organic layer was dried over Na2SO4 and then evaporated to dryness. Compound purified by column chromatography. 35% yield. Get the ethyl-5-(1-piperazinyl) benzofuran-2-carboxylate. White solid, 89% yield, mp 269.4-271.4 C, 1H NMR (300 MHz, CDCl3): delta = 7.68 (s, 1H), 7.36 (m, 1H), 6.84 (m, 2H), 4.35 (q, J = 7.5, 14.4 Hz, 2H), 3.89 (t, J = 4.4 Hz, 4H), 3.15 (t, J = 4.8 Hz, 4H), 1.33 (m, 3H) 6H); 13C NMR (75 MHz, DMSO+CDCl3): 157.3, 154.9, 142.5, 129.7, 120.8, 112.2, 110.4, 109.2, 107.2, 58.8, 59.2, 49.8, 48.2, 43.4, 13.2. MS calcd for C19H23N3O4: 357.4. Found: 358.6, (M+). Anal. Calcd for C19H23N3O4: C, 63.85; H, 6.49; N, 11.76. Found: C, 63.82; H, 6.48; N, 11.78., 174775-48-5

The synthetic route of 174775-48-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Renuka, Janupally; Reddy, Kummetha Indrasena; Srihari, Konduri; Jeankumar, Variam Ullas; Shravan, Morla; Sridevi, Jonnalagadda Padma; Yogeeswari, Perumal; Babu, Kondra Sudhakar; Sriram, Dharmarajan; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4924 – 4934;,
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Benzofuran | C8H6O – PubChem

230642-84-9, 4-Vinyl-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ozone was bubbled into a stirring cold solution of (3 g, 21 mmol, prepared as described in WO 9933460) in dichloromethane (50 mL). The reaction was monitored by TLC (20:1 hexane/ethyl acetate). Upon completion of the reaction the mixture was purged with nitrogen for a few minutes followed by the addition of Hunig’s base (N,N-ethyldiisopropylamine, 5.44 g, 42 mmol). Stirring was continued while the reaction warmed to RT. The reaction was washed with 0.5 N HCl, water, and then brine. The organic layer was dried over MgSO4; filtered and concentrated in vacuo. The title compound (oil, 2.10 g, 69% yield) was isolated via silica gel using 10% ethyl acetate in hexanes., 230642-84-9

As the paragraph descriping shows that 230642-84-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US6887870; (2005); B1;,
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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.35700-40-4,2,3-Dihydrobenzofuran-7-carboxylic acid,as a common compound, the synthetic route is as follows.

[0359] 2,3-Dihydrobenzofuran-7-carboxylic acid (820 mg, 5 mmol) was dissolved inTHF (10 rtiL). To the solution was added TEA (0.7 mL, 5 mmol) and methylchloroformate (0.43 mL, 5 mmol). The solution was stirred for 0.5 hour. The white precipitates were removed by filtration, the filtrate was added to a solution OfNaBH4 (437 mg, 12.5 mmol) in H2O (5 mL). The resulting solution was stirred overnight. The reaction mixture was neutralized with 2 M aqueous HCl solution and then extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude alcohol was dissolved in DCM. To the solution was added PCC (1.83 g, 7.5 mmol). The mixture was stirred for 2 hours at room temperature and diluted with diethyl ether, then ether layers were decanted. Combined organic layer was filtered though a layer of Celite. The filtrate was concentrated to give crude product. The crude was purified from column with 10% EtOAc/hexane to afford 450 mg of 2,3-dihydrobenzofuran-7-carbaldehyde as a slightly yellow solid. HPLC 4.3 min.

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; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/106139; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0,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.

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

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

Reference£º
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.

Step 4: A mixture of 6-methoxy-benzofuran-3 (2H)-one (1.64 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, ethyl(6-methoxy-1-benzofuran-3-yl)acetate was obtained as a white oil. Yield: 1.8 g (76%); 235 (M+H).

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

Reference£º
Patent; Venkatesan, Aranapakam Mudumbai; Santos, Osvaldo Dos; Gu, Yansong; US2005/4162; (2005); 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.610-93-5,6-Nitroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,610-93-5

General procedure: To a screw top vial (5 mL) under N2 containing freshly distilled toluene (0.6 mL) were successively added an aromatic nitro compound (0.60 mmol), InI3 (14.9 mg, 0.030 mmol), and TMDS (318 muL, 1.80 mmol). After the vial was sealed with a cap that contained a PTFE septum, the mixture was stirred at 60 C (bath temperature), and monitored via TLC analysis. Sat. aq NaHCO3 solution (5 mL) was added to the resultant mixture, which was then extracted with EtOAc (3 ¡Á 6 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (n-hexane-EtOAc, 9:1 to 4:1) to afford the corresponding aniline derivative.

610-93-5 6-Nitroisobenzofuran-1(3H)-one 223584, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Sakai, Norio; Asama, Shun; Konakahara, Takeo; Ogiwara, Yohei; Synthesis; vol. 47; 20; (2015); p. 3179 – 3185;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69604-00-8,Ethyl 5-nitrobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

69604-00-8, Step A: Preparation of ethyl-5-amino-1-benzofuran-2-carboxylateEthyl-5-nitro-1-benzofuran-2-carboxylate (100 g) was added to methanol (500mL). 2.5% (w/w) Palladiumlcarbon (10 g in 10 mL water) was added to the hydrogenator.The hydrogen gas was passed at a pressure of 1 to 4 kg/cm2 for 2 hours to 4 hours at 25C to 50C. The reaction mixture was filtered through a Celite filter. The solvent was recovered under vacuum. A mixture of de-ionized water (500 mL) and dichloromethane (300 mL) was added to the reaction mixture and the layers obtained were separated. Theorganic layer was recovered under vacuum to obtain the title compound.Yield (Wet): 82 g

The synthetic route of 69604-00-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; DAS, Prasenjit; SRIVASTAVA, Bindu; JOSEPH, Sony; MAHESHWARI, Nitin; PRASAD, Mohan; ARORA, Sudershan, Kumar; WO2014/61000; (2014); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem