Category: benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a solution of the product of Step B (50 g, 0.34 mol) in CH2C12 (1200 mL) was addedBBr3 (32.5 mL, 0.34 mol) in drops at -20C under N2. After the addition, the mixture waswarmed to 20C and stirred for 2 hrs. The reaction mixture was cooled to 0 C and added into a solution of NH3/MeOH (3 mol/L, 500 mL) using a canula at -20 C over a period of 15 mm carefully. The mixture was concentrated and the residue was added EA (500 mL). The solid was filtered off through a silica pad and the filtrate was concentrated under reduced pressure to give the crude product (crude, 48 g) as a oil which was used for the next step directly. ?H NIVIR (400MHz, DMSO-d6) 9.14 (s, 1H), 7.86 (d, J= 2.0 Hz, 1H), 7.36 (d, J 8.8 Hz, 1H), 6.94 (d, J2.4 Hz, 1H), 6.79 (dd, J= 2.0, 0.9 Hz, 1H), 6.74 (dd, J= 8.8, 2.4 Hz, 1H) ppm. MS: IVJIe 135 (M+1).

13391-28-1, 13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BEIGENE, LTD.; ZHOU, Changyou; ZHANG, Guoliang; WO2014/206343; (2014); A1;,
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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

4-hydroxyisobenzofuran-1,3-dione (0.773 g, 4.71 mmol, 1 eq) and 3-aminopiperidine-2,6-dione hydrochloride (0.775 g, 4.71 mmol, 1 eq) were dissolved in pyridine (19 mL) and heated to 110 C. for 16 hours. The mixture was concentrated under reduced pressure and purified by column chromatography (ISCO, 12 g silica column, 0-10% MeOH/DCM, 25 minute gradient) to give an off white solid (1.14 g, 4.16 mmol, 88%). 1H NMR (400 MHz, DMSO-d6) delta 11.19 (s, 1H), 11.07 (s, 1H), 7.65 (dd, J=8.3, 7.3 Hz, 1H), 7.31 (d, J=7.2 Hz, 1H), 7.24 (d, J=8.4 Hz, 1H), 5.07 (dd, J=12.8, 5.4 Hz, 1H), 2.88 (ddd, J=17.7, 14.2, 5.4 Hz, 1H), 2.63-2.50 (m, 2H), 2.11-1.95 (m, 1H). LCMS 275.11 (M+H)., 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Dana-Farber Cancer Institute, Inc.; Bradner, James; Buckley, Dennis; Winter, Georg; (180 pag.)US2016/176916; (2016); 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.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

250 mL reaction flask 5-bromobenzofuran (21 g, 0.1 mol) P-aminophenylboronic acid pinacol ester (21.9 g, 0.1 mol) PdCl2 (dppf) (4 g, 0.005 mol) Potassium carbonate (27.2 g, 0.2 mol), 100 mL of DMF, and the mixture was purged with nitrogen three times. The reaction was heated to 100 ¡ã C, And stirred overnight. To the reaction solution was added saturated brine (300 mL)Extracted with ethyl acetate (100 mL x 2), combined with the organic phase,Dried, filtered, and concentrated in filtrate. Purified by column chromatography, Compound 9-1 was obtained as a white solid product(19.8 g, yield: 89percent, purity 98.2percent),used directly in the next step., 23145-07-5

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

Reference£º
Patent; Shanghai Haoyuan Pharmaceutical Co., Ltd.; Douchuang (Shanghai) Pharmaceutical Technology Co., Ltd.; Li Shuoliang; Feng Qifei; Wang Xiaolei; Li Gangqin; Wang Lei; Gao Qiang; Zheng Baofu; (14 pag.)CN104876917; (2017); B;,
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Benzofuran | C8H6O – PubChem

10242-12-3, 5-Nitrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The achiral 2-(4-benzyloxy-2-nitrophenyl)ethyl chloride compound (0.500 g, 1.71 mmol) was dissolved in freezer-chilled THF (30 mL) and PtO2 (0.150 g) was added. The reaction was stirred while degassing under vacuum, followed by exposure to hydrogen gas. The degas/hydrogen exposure cycle was repeated 3 times, at which point the reaction was allowed to continue stirring under hydrogen at 50 psi at room temperature for one hour. The amine solution was filtered over Celite, and concentrated under reduced pressure. It was then coevaporated three times with dry CH2Cl2 (5 mL). A tan oil resulted and was placed under high vacuum, covered with foil for 30 minutes. Then, 5-nitrobenzofuran-2-carboxylic acid (0.394 g, 1.90 mmol) and PyBOP (0.999 g, 1.92 mmol) were suspended in dry CH2Cl2 (220 mL). The amine was then dissolved in dry CH2Cl2 (30 mL) and added to the suspension via a syringe through a septum. The reaction was allowed to stir for 10 minutes, at which point dry N,N-Diisopropylethylamine (0.75 mL, 4.29 mmol) was added to the suspension. The solution turned clear yellow. It was covered with foil and the solution was stirred under nitrogen, at room temperature for two days. The solution was vacuum filtered and the filtrate was washed with water (1¡Á75 mL), 10% HCl (1¡Á75 mL), saturated Sodium bicarbonate (1¡Á75 mL), and brine (1¡Á75 mL). The organic layer was dried over sodium sulfate, vacuum filtered, and concentrated under reduced pressure to yield a yellow solid. The residue was purified on a silica gel column using a 5-20% EtOAc/hexane solvent system to give the desired product 2-(4-benzyloxy-2-(5-nitrobenzofuran-2-carboxamido)phenyl)ethyl chloride as a yellow solid (0.173 g, 22% yield). Rf=0.22 (20% EtOAc/hexane) M.p. 109-113 C. IR (neat) 3370, 3088, 3032, 2945, 2858, 1690, 1531, 1337, 1270, 1168, 1101, 1025, 753, 610 1H-NMR (500 MHz, CDCl3) 8.67 (d, 2.0, 1H), 8.64 (s br, 1H), 8.39 (dd, 2.0, 9.0, 1H), 7.73 (s, 1H), 7.70 (d, 9.0, 1H), 7.65 (d, 2.5, 1H), 7.45 (d, 8.0, 2H), 7.40 (t, 8.0, 2H), 7.36 (t, 8.0, 1H), 7.19 (d, 8.5, 1H), 6.89 (dd, 2.5, 8.5, 1H), 5.10 (s, 2H), 3.83 (t, 6.5, 2H), 3.14 (t, 6.5, 2H). FAB-MS (NBA) 451 (M+H+, 11). Accurate mass for C24H19N2O5Cl+H: calcd. 451.1060; obs. 451.1050., 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; Taiho Pharmaceutical Co. Ltd.; US6660742; (2003); B2;,
Benzofuran – Wikipedia
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82104-74-3, 1-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82104-74-3, (a) Synthesis To A suspension of 20 g of 5-CYANOPHTHALIDE in 150 ml of tetrahydrofuran, under nitrogen FLOW, AT 25¡ãC, 422.6 g of the 20percent solution of 4-fluorophenylmagnesium bromide obtained in PREPARATION I are added and a rise in temperature of the mixture to about 35¡ãC is observed. The mixture is kept under stirring until, by a HPLC control [COLUMN: DEVELOSIL C18 4.6 x 250 mm, 5 P ; DETECTOR: UV 240 nm; FLOW : 1.5 ML/MIN ; GRADIENT : A: aq. NH4H2PO4 + H3PO4-PH = 2.85/B : CH3CN/H2O = 9/1 (v/v) ], the disappearance of 5-cyanophthalide is observed. When the reaction is over, 200 ml of a 15percent aqueous solution of ammonium chloride are added, maintaining the temperature not higher than 30¡ãC, then the phases are separated and the organic one is concentrated under vacuum to obtain 52 g of a yellow oil, the raw 3-HYDROXYMETHYL-4- [BIS- (4- fluorophenyl) hydroxymethyl] benzonitrile, with a purity of 92.12percent. (b) Purification In a 250-ML FLASK, 20 g of raw 3-hydroxymethyl-4- [bis (4- fluorophenyl) hydroxymethyl] benzonitrile obtained in the preceding synthesis and 100 ml of ethyl acetate are charged. The mixture is stirred until a solution is obtained, wherein 30 ml of silica gel 60 are added, then the solvent is evaporated under vacuum until a dry powder is obtained. Separately, a 5-cm diameter column is prepared with 300 ml of silica gel 60 (particles 0 0. 063-0. 200 mm) for GRAVIMETRIC column, using A mixture heane/ethyl acetate 9/1 (V/V) as eluent. The product previously adsorbed on silica gel 60 is charged into the column prepared as described and is eluted with the mixture itself. The fractions containing the product are collected and concentrated under vacuum at 50’C with ROTAVAPORX (the solution is getting foaming, so that during the concentration must be taken the due precautions). The oily residue obtained is TREATED WITH 100 MI dichloromethane and the solution is concentrated to give 11. 6 g of 3- hydroxymethyl-4- [bis(4-fluorophenyl)hydroxymethyl]benzonitrile as white crystals with M. P. = 66. 4. 72. 3¡ãC AND PURITY (HPLC) = 97. 35percent. H-NMR and C-NMR PRODUCT DATA ARE INDICATED in Figure 1.

As the paragraph descriping shows that 82104-74-3 is playing an increasingly important role.

Reference£º
Patent; ADORKEM TECHNOLOGY SPA; WO2004/80988; (2004); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

4265-25-2, 2-Methylbenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4265-25-2

PREPARATION EXAMPLE 130 Tin tetrachloride (1.15 ml) was added to a solution of 6-bromohexanoyl chloride (2 g) and 2-methylbenzo[b]furan (1.24 g) in carbon disulfide (30 ml) under ice-cooling, the mixture was stirred at room temperature for 3 hr. Ice water and conc. hydrochloric acid were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 2.2 g of 6-bromo-1-(2-methyl-3-benzo[b]furyl)-1-hexanone. 1 H-NMR (CDCl3,ppm) delta: 1.52-1.63(2 H,m), 1.76-2.04(4 H,m), 2.78(3 H,s), 2.97(2 H,t,J=7.3 Hz), 3.44(2 H,t,J=6.6 Hz), 7.29-7.36(2 H,m), 7.42-7.47(1 H,m), 7.88-7.92(1 H,m)

As the paragraph descriping shows that 4265-25-2 is playing an increasingly important role.

Reference£º
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; US5864039; (1999); A;,
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652-39-1, 4-Fluoroisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,652-39-1

The subtitle compound is prepared according to the procedure adapted from C.G. Thomson et a.., Bioorg. Med. Chern. Letters 2006, 16(5), 1388-1391: 3-fluorophthalic acid anhydride (29.7 mmol) is reacted with phenyl acetic acid (59.4 mmol) in Ac2O (16 mL) in the presence of NEt3 (21 mL) at reflux, followed by treatment with 30percent sol. of NaOMe in MeOH (48 mL) at reflux.

652-39-1 4-Fluoroisobenzofuran-1,3-dione 69551, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; FRETZ, Heinz; GATFIELD, John; ISLER, Markus; KIMMERLIN, Thierry; KOBERSTEIN, Ralf; LYOTHIER, Isabelle; MONNIER, Lucile; POTHIER, Julien; VALDENAIRE, Anja; WO2013/68785; (2013); 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.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

Add phenol (20.4g, 0.22mol) and DMF 50mL to the reaction flask and start stirring.5-Bromoisobenzofuran-1(3H)-one (34.0 g, 0.16 mmol), acetylacetone (3.2 g, 0.03 mol), cuprous bromide (3.6 g, 0.03 mol), potassium carbonate (at room temperature) 30.8g, 0.22mol), three times of nitrogen replacement, heating to 90 C, stirring reaction overnight, adding 1000 mL of purified water to the reaction solution, suction filtration, the filter cake was dissolved in 800 mL of dichloromethane, and the organic phase was washed with 800 mL of 1N hydrochloric acid solution, with purified water. 1000 mL washing, drying the organic phase, and concentrating to dryness under reduced pressure to give a yellow solid.The title compound 2b (22.5 g, 63%) was obtained.

64169-34-2, As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Cai Jiaqiang; Xie Yinong; You Zejin; Song Changwei; Zhang Jichao; Li Lu; Zhang Qiaoling; Wang Yongqiang; Chen Xing; Jiao Shihu; Li Youqiang; Wang Tao; Zeng Hong; Song Hongmei; Ye Qijun; Su Donghai; Zhou Xin; Zhang Shaohua; Wang Lichun; Wang Jingyi; (122 pag.)CN108341777; (2018); 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.13196-11-7,Benzofuran-6-ol,as a common compound, the synthetic route is as follows.

Tribromide (2.86 g, 10 mmol) was dissolved in chloroform (10 mL)Cooled to -50 , slow6-hydroxy-2,3-dihydrobenzofuran (1.36 g, 10 mmol) and triethylamine (1.212 g, 12Mmol) in dichloromethane (10 mL)The After completion of the dropwise addition, the cold bath was removed and the mixture was stirred at 25 C2 hours. The reaction was further cooled to -60 C and L-alanine-4-fluorobenzyl ester hydrochloride was addedSalt (2.1 g, 9 mmol) was added dropwise to a solution of triethylamine (2.53 g, 25 mmol) in dichloromethane (5ML). After completion of the dropwise addition, the cold bath was removed and the mixture was stirred at 25 C for 2 hours. Further the reaction is carried outWas cooled to -60 C and pentafluorophenol (1.66 g, 9 mmol) and triethylamine (1.52 g, 15Mmol) in dichloromethane (10 mL). After completion of the dropwise addition, the cold bath was removed and the mixture was stirred at 25 C6 hours. The reaction was complete and the reaction system was poured into ice water and extracted with dichloromethane. CollectionAnd the organic phase was washed with saturated brine aqueous solution, dried and concentrated by filtration to give the intermediate compound(6-fluorobenzyl) -2 – ((pentafluorophenoxy) (benzofuran-6-oxy) phosphoryl) amino)Propionate.

13196-11-7, The synthetic route of 13196-11-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Kelun Pharmaceutical Research Institute Co., Ltd.; Liu, Gang; Yu, Nan; Wu, Yongyong; Tang, Zuijian; Zheng, Xiaozhou; Chen, Qiangqiang; Deng, Hanwen; Duan, Xiaofan; Song, Shuai; Yang, Long; Li, Shai; Huang, Haitao; Zhang, Yitao; Zhao, Mingliang; Deng, Hua; Zhong, Wei; Li, Donghong; Ceng, Hong; Guo, Xianfen; Song, Hongmei; Tao, Lihua; Wang, Lichun; Wang, Jingyi; Other inventors request an unlisted name; (127 pag.)CN106554382; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromoisobenzofuran-1(3H)-one (21.3 g, 100 mmol) in DCM (200 mL) was added diisobutylaluminum hydride (184 g, 130 mmol) at -78 C. The reaction was stirred at -78 C. until the reaction was complete (?2 h). 10 mL water was added, and 10 mL 4M NaOH (aq.) was added, then 40 mL was water was added, the mixture was stirred at room temperature for 30 mins. The mixture was filtered, the filtrate was concentrated. The resulting solid was purified by flash column chromatography (petroleum ether:EtOAc 100:0 to 80:20) to provide 285 5-bromo-1,3-dihydroisobenzofuran-1-ol (13 g, 60.4 mol) as a white solid. MS (ESI): m/z 196.9 [M-16+1]+., 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; XIE, Linghong; HEFFERNAN, Michele L.R.; JONES, Philip Glyn; HANANIA, Taleen G.; (95 pag.)US2018/30064; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem