Month: November 2020

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

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
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;,
Benzofuran – Wikipedia
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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.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

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

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

Example 13:A solution of 5-bromophthalide (1.Og, 4.7 mmol, 1.0 equiv) and NBS (850 mg, 4.7 mmol, 1.0 equiv) in carbon tetrachloride (15 mL) was treated with AIBN (50 mg, cat.) and heated to reflux overnight. The hot reaction mixture was filtered and the filtrate concentrated to a yellowish solid (1.38g, quant.). Crude H NMR indicated this material contained ca. 80% of the desired 3,5-dibromophthalide, and it was carried on without further purification. An aliquot of this crude material (250 mg, 0.69 mmol, 1.0 equiv) in 95% ethanol (6 mL) was treated with phenelzine sulfate (175 mg, 0.75 mmol, 1.1 equiv) and NaHCO3 (250 mg, 2.8 mmol, 4.0 equiv). After stirring overnight at ambient temperature, the reaction mixture was diluted with diethyl ether, washed with dilute NaOH, dilute HCl, and saturated NaHCO3, then dried over Na2SO4 and concentrated. Purification of the residue using flash silica gel chromatography (gradient of 3- 12% ethyl acetate/hexanes) provided 6-bromo-2-phenethyl-l-phthalazinone (147 mg, 0.45 mmol, 65%) as a white solid. This crude phthalazinone (147 mg, 0.45 mmol) was converted, via Methods 1 and 2, to compound 13 (81 mg, 62%) which was isolated as a white solid. [M-H]- = 293.1 m/z. Activity: A, 64169-34-2

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

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; GROGAN, Michael, J.; SNYDER, Daniel, A.; WO2010/118155; (2010); 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.496-41-3,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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 2-(3,4-bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 1 (70 mg, 0.16 mmol) and EDCI (47 mg, 0.25 mmol) in dry CH2Cl2 (5 mL) at 0 C under N2 atmosphere was added DMAP (30 mg, 0.25 mmol) and 14, 15, 18, or 19 (0.2 mmol) in batch over 10 min. The reaction mixture was stirred overnight while the reaction temperature rose to room temperature naturally. The solution was diluted with CH2Cl2 (20 mL), washed with brine, and dried over anhydrous MgSO4. The solvent was evaporated to dryness to give the crude residue. The residue was purified by flash chromatography on silica gel (EtOAc/PE = 2:1, v/v) to afford the desired compound 16, 17. 2-(3,4-Bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-(3-oxo-1,3-dihydroisobenzofuran-4-yl)-acetamide (16) Yield 69%; mp 244-246 C; 1H NMR (CDCl3, 500 MHz) d: 8.4 (s,1H), 8.0 (d, J = 8.2 Hz, 1H), 7.94 (s, 1H), 7.42 (d, J = 8.3 Hz, 1H), 7.23 (d, J = 8.4 Hz, 2H), 7.06 (s, 3.70 (s, 6H); 13C NMR (CDCl3, 126 MHz) d: 170.7, 164.9, 150.5, 148.7, 142.1, 138.5, 134.5, 126.1, 123.6, 122.7, 121.0, 116.1, 112.5, 110.9, 69.7, 55.9, 55.8, 41.8, 29.6; HRMS calcd for (C30H26O9N2+H)+ 559.1711, found 559.1704., 57319-65-0

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

Reference£º
Article; Wang, Zhen; Wong, Iris L.K.; Li, Fu Xing; Yang, Chao; Liu, Zhen; Jiang, Tao; Jiang, Ting Fu; Chow, Larry M.C.; Wan, Sheng Biao; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5566 – 5573;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem