Downstream synthetic route of 7168-85-6

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

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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Brief introduction of 496-41-3

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

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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Brief introduction of 641-70-3

641-70-3 3-Nitrophthalic anhydride 21631, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.641-70-3,3-Nitrophthalic anhydride,as a common compound, the synthetic route is as follows.

641-70-3, A solution of 3-nitrophthalic anhydride (1 equiv.) in acetone is subjected to catalytic reduction under hydrogen (60 psi) in the presence of Raney nickel and anhydrous magnesiumsulfate. After 2-3 hours, the solution is warmed to 50 C, treated with Norite, filtered, and concentrated in vacuo at room temperature. The residue is treated with ethyl acetate, chilled and collected to give 3-aminophthalic anhydride. 15 N sulfuric acid is cooled to 0 C, 3-aminophthalic anhydride (1 equiv.) is added gradually with good stirring. After one hour, a solution of sodium nitrite (1 equiv.) in water is added slowly while maintaining the temperature below 5 C. Afteranother 30 minutes, the mixture is warmed to 80 C and maintained at this temperature until nitrogen evolution ceases. The now dark orange solution is diluted with water and extracted with ether. The organic layer is dried with sodium sulfate, filtered and shaken for two hours with finely powdered barium chloride to remove traces of sulfuric acid. The solution is filtered and concentrated and the resulting crude 3-hydroxyphthalic acid sublimes at about 160-180 C (0.2mm.) to give 3-hydroxyphthalic anhydride. (J. Am. Chem. Soc., 1955, 77 (19), pp 5092-5095)

641-70-3 3-Nitrophthalic anhydride 21631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; HE, Minsheng; MICHAEL, Ryan, E.; (768 pag.)WO2017/197055; (2017); A1;,
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New learning discoveries about 496-41-3

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

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;,
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Downstream synthetic route of 37418-88-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A mixture of 3-hydroxyphthalic anhydride (1.24 g, 7.6 mmol), 2,4-dimethoxybenzylamine (1.14 mL, 7.6 mmol) and acetic acid (5 mL) was heated at 800C for 24 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (1.73 g, 73percent). 1H NMR (DMSO-d6) 11.00 (1 H, s), 7.62 (1 H, dd), 7.29 (1 H, d), 7.21 (1 H, d), 6.90 (1 H, d), 6.56 (1 H, d), 6.43 (1 H, dd), 4.59 (2H, s), 3.79 (3H, s), 3.72 (3H, s). MS: [M-H+] 314, 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; ASTEX THERAPEUTICS LIMITED; WO2008/44054; (2008); A2;,
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Benzofuran | C8H6O – PubChem

New learning discoveries about 13391-28-1

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

New learning discoveries about 37418-88-5

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

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

New learning discoveries about 23145-07-5

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 82104-74-3

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

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

Analyzing the synthesis route of 4265-25-2

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem