Heterocyclic Building Block-benzofuran

69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-4-Bromo-3-hydrazono-2-oxo-2,3-dihydro- lH-indole-6-carboxylic acid [3-(2- hydroxymethyl-pyrrolidin-l-yl)-propyl]-amide (0.22 g, 0.52 mmol) was added to a solution of (2,3-dihydro-benzofuran-5-yl)-acetic acid (0.93 g, 0.52 mmol), triethylamine (0.01 mL, 0.78 mmol) and HBTU (0.20 g, 0.52 mmol) in DMF (4 mL) and stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and purified by column chromatography (20% methanol in dichloromethane) followed by HPLC (10-100% acetonitrile/water) to give 0.040 g (13%) of (S)-4- bromo-3 – [(2-2,3 -dihy dro-benzof uran-5 -yl-acetyl)-hydrazono] -2-oxo-2,3 -dihydro- 1 H- indole-6-carboxylic acid [3-(2-hydroxymethyl-pyrrolidin-l-yl)-propyl]-amide. 1H NMR (400 MHz, CD3OD) 5 7.75 (s, IH), 7.37 (s, IH), 7.24 (s, IH), 7.11 (d, J = 7.8 Hz, IH), 6.65 (d, / = 8.2 Hz, IH), 4.50 (t, J = 12.7 Hz, 2H), 4.10 (bs, 2H), 3.88 (dd, J = 3.9 Hz, 7= 12.2 Hz, IH), 3.74-3.40 (m, 6H), 3.22-3.04 (m, 4H), 2.26-1.81 (m, 6H). Mass spectrum (LCMS, ESI pos.): Calcd for C27H30BrN5O5: 584.46; found 584.1(M+H). EPO

69999-16-2, The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/101937; (2006); A1;,
Benzofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

1) In a dry 500mL three-necked flask, add 3-bromoaniline (17.20g, 100mmol) and 6-bromobenzofuran (19.70g, 100mmol), toluene (200mL) and sodium tert-butoxide (28.83g, 300mmol), ultrasonically remove the air, under the protection of nitrogen, add palladium acetate (0.07 g, 0.3 mmol) and tri-t-butylphosphine (0.18 g, 0.6 mmol) the reaction was heated under reflux at 115 C for 6 hours. The reaction was monitored by liquid phase. After cooling to room temperature, 1-bromonaphthalene (20.71g, 100mmol) was added, and the temperature was raised to 115 C to continue the reaction for 8h. The reaction was monitored in liquid phase to complete the reaction, cooled to room temperature, washed twice with water, and separated. The organic phase was dried over anhydrous magnesium sulfate, filtered, The filtrate was decolorized by adding activated carbon at 115 C for 30 minutes, hot filtration, and the filtrate was concentrated. After beating with ethanol twice, 30.07g of intermediate a can be obtained with a yield of 75%., 128851-73-0

The synthetic route of 128851-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wuhan Shang Sai Optoelectric Technology Co., Ltd.; Mu Guangyuan; Zhuang Shaoqing; Ren Chunting; (42 pag.)CN110590568; (2019); A;,
Benzofuran – Wikipedia
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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.

23145-07-5, A. Preparation of 5-Cyanobenzo(b)furan: 5-Bromobenzo(b)-furan (19.3 g., 0.098 mole) was added dropwise to a stirred mixture of cuprous cyanide (0.14 mole) and pyridine at 165¡ã C. Heating at 165¡ã C. was continued for 26 hours and the cool reaction mixture was then added to 10percent (by weight) aqueous ammonia solution. Toluene (100 ml.) was added and the resulting mixture stirred for 0.5 hours and then filtered. Ether (250 ml.) was added to the filtrate and the organic phase separated and combined with the ether extracts (2*100 ml.) of the aqueous phase. The combined organic solutions were washed in turn with 5percent aqueous ammonia (4*100 ml.), water (100 ml.), dilute hydrochloric acid (3*100 ml.) and finally water (100 ml.). Evaporation in vacuo of the dried (MgSO4) organic solution gave an oil which readily solidified. Purification was effected by column chromatography on silica gel using methylene chloride as eluent. Trituration of the product with hexane provided pure 5-cyanobenzo(b)furan as a white solid (8.2 g), m.p. 85¡ã-87¡ã C. Analysis percent: Found: C, 75.2; H, 3.5; N, 9.7; C9 H5 NO requires: C, 75.5; H, 3.5; N, 9.8.

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US4341792; (1982); A;,
Benzofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.,69999-16-2

208 g of tetrahydrofuran was added to the reaction flask.Then add 13g (0.344mol) sodium borohydride,Add with stirring26g (0.146mol)Compound 1 obtained in Example 3,Insulation does not exceed 10C during the joining process.After the addition,49 g (0.345 mol) of boron trifluoride diethyl ether complex were initially added dropwise for about 2 hours.After dropping,The temperature of the dropping process does not exceed 15C.After the addition,Remove ice salt water,Naturally warm to room temperature;Reheat to reflux,After about 2hrs,After the reaction is completed,Cool down to 15C,Methanol 60 g was added dropwise.Then add 140g concentrated hydrochloric acid solution,After stirring,Tetrahydrofuran is concentrated under reduced pressureAfter the basic concentration of tetrahydrofuran is complete,An aqueous solution containing 11 g of sodium hydroxide is added,Add 300g ethyl acetate extraction,Liquid separation,The aqueous phase is extracted with 200 g of ethyl acetate.Combine the organic phase,Dry with anhydrous sodium sulfatefilter,Concentrate under reduced pressure,Get an oil,19.2g (theoretical quantity:23.96g);Yield:80.1%.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Inner Mongolia Jingdong Pharmaceutical Co., Ltd.; Guo Rongyao; Wang Xiaofeng; (9 pag.)CN107721954; (2018); A;,
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Benzofuran | C8H6O – PubChem

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Methylbenzofuran-2-carboxylic acid (commercially available) was heated withcopper metal in quinoline to give compound 5. Colorlessoil, 1H-NMR (500 MHz, CDCl3) delta: 2.22 (3H, d, J=1.2 Hz),7.18-7.26 (2H,m), 7.38 (1H, dd, J=1.2, 8.0 Hz), 7.48 (1H, m),7.51 (1H, dd, J=1.2, 8.0 Hz). 13C-NMR (125 MHz, CDCl3)delta: 6.4, 110.6, 115.2, 119.0, 121.9, 123.8, 128.4, 141.4, 155.5.Its spectral data are in accordance with previously reported data.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yamaguchi, Yuki; Akimoto, Ichie; Motegi, Kyoko; Yoshimura, Teruki; Wada, Keiji; Nishizono, Naozumi; Oda, Kazuaki; Chemical and Pharmaceutical Bulletin; vol. 61; 10; (2013); p. 997 – 1001;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

4265-16-1, Benzo[b]furan-2-carboxaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4265-16-1

To a stirred solution of compound 2 (2.27 g, 14.30 mmol) in methanol (20 mL) at 0 C sodium borohydride (0.65 g, 17.16 mmol) was added in three portions over a period of 15 minutes, and then at room temperature for 2 h. TLC was used to monitor the reaction progress. A small amount of dilute HCl (1N) was added and the mixture was stirred for 20 min. The solvent was evaporated under vacuum and the residue was purified on silica gel column (petroleum ether:EtOAc = 5:1) to give product 3 (2.03 g, 96%) as white powder. 1H NMR (400 MHz, CDCl3): delta 7.45-7.35 (2H, m, H-4,7), 7.20-7.10 (2H, m, H-5,6), 6.46 (1H, s, H-3), 4.60 (2H,s, CH2), 4.34 (1H, br. s, OH). 13C NMR (100 MHz, CDCl3): delta 156.83 (C-7a), 155.32 (C-2), 128.34 (C-3a), 124.32 (C-6), 122.84 (C-5), 121.18 (C-4), 111.27 (C-7), 104.07 (C-3), 57.66 (CH2).

4265-16-1 Benzo[b]furan-2-carboxaldehyde 61341, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Shi, Yi-Min; Yang, Li-Juan; Chen, Wen; Sun, Cheng-Jun; Xu, Xiao-Liang; Zhou, Shu-Ya; Zhang, Hong-Bin; Yang, Xiao-Dong; Letters in drug design and discovery; vol. 11; 8; (2014); p. 975 – 984;,
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87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of phthalide 1 (1 eq, 22 mmol, 3.0 g) in 30 mL ofH2SO4 (95e98%) was added dropwise at 0 C to a solution of KNO3(1.2 eq, 26.0 mmol, 2.63 g) in 12 mL of H2SO4 (95e98%). The reaction mixture was stirred at room temperature for 2h30 and then poured on ice. The resulting precipitate was filtered under reducedpressure and washed with distilled water. The filtrate was onceagain filtered under reduced pressure and the remaining solid waswashed with distilled water. The combined solids were dried under reduced pressure to give 6-nitroisobenzofuran-1(3H)-one 11(3.41 g, 87%) as an off-white solid; Rf (petroleum ether/ethyl acetate:70/30) 0.19; 1H NMR (300 MHz, CDCl3) d (ppm): 8.78 (d, J 2.1,0.7 Hz, 1H), 8.58 (dd, J 8.4, J 2.1 Hz, 1H), 7.72 (dd, J 8.4,J 0.7 Hz, 1H), 5.45 (s, 2H); HRMS (ESI): C8H5O4N [MNa],calculated 202.0111, found 202.0105. The spectral data was in accordance with the literature [24].

87-41-2, The synthetic route of 87-41-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Christine, Thifanie; Tabey, Alexis; Cornilleau, Thomas; Fouquet, Eric; Hermange, Philippe; Tetrahedron; vol. 75; 52; (2019);,
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Benzofuran | C8H6O – PubChem

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

Preparation 9; 5-Iodo-2,3-dihydro-1-benzofuran-2-carboxylic acidTo a solution of the compound of Preparation 10 (39.5 g, 241.0 mmol) in acetic acid (395 ml) was added benzyltrimethylammonium dichloroiodate (125.0 g, 359.0 mmol) and zinc chloride (49.5 g, 363.0 mmol). The reaction mixture was stirred at room temperature for 40 h and then quenched with water (500 ml) and tert-butyl methyl ether (200 ml). The mixture was extracted with dichloromethane (6¡Á200 ml) and the combined extracts were washed with aqueous sodium thiosulphate solution (10%, 3¡Á250 ml) and brine (200 ml), dried (MgSO4) and concentrated in vacuo. To the residue was added cyclohexane (200 ml) and the solution was heated to reflux, before addition of tert-butyl methyl ether to solubilize the residue. The solution was cooled to 0 C. and the resulting precipitate was collected by filtration and dried in vacuo to give the title compound (44.1 g).Experimental (M-H+)- 289.0; expected 289.0

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

Reference£º
Patent; PFIZER LIMITED; US2008/200540; (2008); 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.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Chlorination using NCS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is shown in Table 2. All the substrates treated with 1 equivalent of NCS and 5 mole % of ZrCU afforded the corresponding chlorinated compounds. The reaction at room temperature afforded a high yield of chlorinated product with high regioselectivity. In some cases, a small amount of regioisomers (Entry 3) or dichlorinated products (Entries 4 and 5) were observed.Table 2 ZrCIj Catalyzed Chlorination of Aromatic Compounds by NCS2-CI : 4-CI (13: 87)b EPO 1 -CI : 1 ,4-di-CI(83: 17)ba Reaction conditions. Substrate (0.5 mmol), NCS (0.5 mmol), ZrCI4 (5 mol %), CH2CI2 (4 mL). b Determined by 1H NMR. c See spectroscopic data for characterization.

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
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Benzofuran | C8H6O – PubChem

10035-16-2, Benzofuran-5-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methylamine (40 wt % aqueous, 2.0 mL, 23 mmol) was added to a stirred solution of 5-formylbenzofuran (8.2 g, 56 mmol) in MeOH (55 mL). After stirring for 20 min, the mixture was cooled with an ice-water bath for 35 min, and then NaBH4 (1.3 g, 34 mmol) was added portionwise over 15 min. After stirring for 30 min, H2O (5 mL) was added to quench any remaining hydride. After stirring for 15 min, the MeOH was removed in vacuo, the residue was dissolved in 1 N HCl, and then was extracted (2¡Á) with Et2O. The aqueous phase was made strongly alkaline (pH 11) by adding excess conc. NH4OH, then extracted (2¡Á) with Et2O. The organic phase was washed with satd. NaCl , dried over Na2SO4, filtered, and the solvent was removed in vacuo to give compound the reductive alkylation product (4.2 g, theoretical yield=3.8 g) as a clear, yellow liquid: 1H NMR (300 MHz, CDCl3) delta7.61 (d, J=2.3 Hz, 1H), 7.54 (s, 1 H), 7.45 (s, 1 H), 7.25 (dd, J=8.5, 1.7 Hz, 1 H), 6.74 (d, J=2.7 Hz, 1 H), 3.83 (s, 2 H), 2.47 (s, 3 H).

10035-16-2, The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Berkowitz, Barry; Cohen, Marlene; US2006/111385; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem