Heterocyclic Building Block-benzofuran

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

Step 1: 5-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione and 8-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione A mixture of 4-fluoroisobenzofuran-1,3-dione (5.0 g, 30.10 mmol) and methylhydrazine (40percent aq., 3.5 g, 30.10 mmol) in ethanol (100 mL) was heated at reflux for 15 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was concentrated under reduced pressure to give the mixture of title compounds (3.5 g, 60percent yield) (2 : 1 ratio of regioisomers) as a yellow solid. This crude material was used in the next step without further purification. LCMS M/Z (M+H) 195. Step 2: 4-chloro-5-fluoro-2-methylphthalazin-1(2H)-one and 4-chloro-8-fluoro-2-methylphthalazin-1(2H)-one A mixture of 5 or 8-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione (3.5 g, 18.03 mmol) in POCl3 (50 mL) was heated at reflux for 15 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was concentrated under reduced pressure, the residue was quenched by addition a saturated aqueous solution of NaHCO3 (100 mL), and then extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether : Ethyl acetate = 5: 1) to give the title compounds (1.2 g, 31percent yield) (2 : 1 ratio of regioisomers) as a white solid. LCMS M/Z (M+H) 213.

The synthetic route of 652-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); A1;,
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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: To a mixture of benzofuran-2-carboxylic acid (8) (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 MgSO4 and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:2 – 1:50).

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

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.271-89-6,Benzofuran,as a common compound, the synthetic route is as follows.

1. To a solution of benzofuran (1.5 g, 12.69 mmol) in 60 mL of THF, was added 5.08 mL(12.69 mmol) of n-BuLi solution in hexanes (2.5 M) at -78 C. After 1 hr at -78 C, the reaction mixture was added DMF (3.43 mL). After overnight at RT, the reaction was quenched with saturated ammonium chloride, and extracted with EtOAc (x3). The combined organic extracts were dried (MgS04), filtered, and concentrated. Flash chromatography (10 %EtOAc/Hexanes) gave benzofuran-2-carbaldehyde (1.48 g, 80%). *H NMR (400 MHz, CDC13) delta ppm: 9.88 (s, IH), 7.76 (d, J=8.4 Hz, IH), 7.62 (d, J=8.4 Hz, IH), 7.57 (s, IH), 7.52 (td, J=7.2, 1.2 Hz IH), 7.35 (td, J=7.2, 1.2 Hz, IH).

The synthetic route of 271-89-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SRI INTERNATIONAL; JONG, Ling; CHANG, Chih-Tsung; PARK, Jaehyeon; (71 pag.)WO2016/114816; (2016); A1;,
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641-70-3, 3-Nitrophthalic anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Et3N (23.27 g, 0.23 mol) was added dropwise into the solution of 3-nitro-phthalic anhydride (7, 44.0 g, 0.23 mol) and 3-aminopiperidine-2,6-dione hydrochloride (8, 37.9 g, 0.23 mol) in THF (600 ml). After reacting for 30 min below 20 C, the precipitation was filtered, washed with THF (30 mL¡Á3), and then dried in vacuo to give intermediate 11 (67.20 g, 91.0%) as a white solid (HPLC, 95.24%).

The synthetic route of 641-70-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Huang, Daowei; Shen, Chengwu; Wang, Wenya; Huang, Lei; Ni, Feng; Li, Jianqi; Synthetic Communications; vol. 46; 16; (2016); p. 1343 – 1348;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125-20-2,Thymolphthalein,as a common compound, the synthetic route is as follows.

preparation steps are: thymolphtaleine (5) (4.3 g, 10 mmol), TBAHS (3.4 g, 10 mmol), acetobromo-alpha-D-glucuronic acid methyl ester (4) (4.0 g, 10 mmol) dissolved in 30 ml of dichloromethane and cooled to 10 C, 30 ml of 1N potassium carbonate aqueous solution was added and then stirred at room temperature for 3 hours, and the mixture was separated and dried over anhydrous sodium sulfate. The organic phase was concentrated to dryness to give thymolphtaleine-alpha-acetyl-D-glucuronic acid methyl ester (6) (yield: 3.4 g, yield 46.7%).

125-20-2 Thymolphthalein 31316, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Guangdong Younide Biological Technology Co., Ltd.; Sai Chi Bio-technology (Shanghai) Co., Ltd.; Su Hongwen; Lai Hua; Liang Weiye; Liu Zhiwen; (7 pag.)CN108129530; (2018); A;,
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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

PREPARATION 30 5-(2-Hydroxyethyl)-2,3-dihydrobenzofuran STR136 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g–see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0 C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2*50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as as oil, (3.3 g). 1 H-n.m.r. (CDCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (broad s, 1H) ppm.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5089505; (1992); A;,
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59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of 4-fluorobenzaldehyde (3 g, 20.4 mmol) and anhydrous sodium sulfate (29 g, 20.4 mmol) in anhydrous dichloromethane (200 mL) was added 4-aminoisobenzofuran-1(3H)-one (3.04 g, 24.5 mmol) at 0 C. After the addition, the mixture was stirred at room temperature for 6 days. The mixture was filtered and the cake was washed with dichloromethane (50 mL¡Á3). The filtrate was concentrated to give crude product. The crude product was washed with petroleum ether to give (E)-4-(4-fluorobenzylideneamino)isobenzofuran-1(3H)-one (4.25 g, yield 81%); LC-MS (ESI) m/z: 256 (M+1)+. A mixture of (E)-4-(4-fluorobenzylideneamino)isobenzofuran-1(3H)-one (2.53 g, 10 mmol) and 1-methyl-1H-imidazole-2-carbaldehyde (1.21 g, 11 mmol) in ethyl propionate (50 mL) was cooled to 0 C. Then a solution of sodium ethanoxide in ethanol [sodium (1 g, 44 mmol) in ethanol (30 mL)] was added drop-wise. After the addition, the mixture was stirred at room temperature for 2 hr. The mixture was quenched with water (10 mL) and solvent was removed in vacuum. The residue was dissolved in water, and then extracted with ethyl acetate (100 mL¡Á4). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give crude product. The crude product was purified by chromatography (silica gel, petroleum ether/ethyl acetate=10:1 to 1:10) to give ethyl 2-(4-fluorophenyl)-3-(1-methyl-1H-imidazol-2-yl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (210 mg, yield 5%). LC-MS (ESI) m/z: 394 (M+1)+

The synthetic route of 59434-19-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
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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.

EXAMPLE 1C 7-Hydroxybenzofuran A mixture of 7methoxybenzofuran (1.8 g.) and pyridine hydrochloride (4.6 g.) was heated at 220 C. for 21/2 hours. The reaction was cooled and diluted with methylene chloride. The solution was washed with 5% aqueous hydrochloric acid (six times); dried (MgSO4) and concentrated to an oil, 0.8 g. (50% yield).

As the paragraph descriping shows that 7168-85-6 is playing an increasingly important role.

Reference£º
Patent; USV Pharmaceutical Corp.; US4579865; (1986); A;,
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Benzofuran | C8H6O – PubChem

24410-61-5, 7-Fluorobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Preparation of 2,3-dibromo-2,3-dihydro-7-fluorobenzo[b]furan. To a solution of 7-fluorobenzo[b]furan (16 g) in carbon tetrachloride (40 ml) was added dropwise a solution of bromine (22 g) in carbon disulfide (40 ml) at -30 C. and the solution was stirred for 1 hour. At room temperature, the formed precipitate was separated by filtration to give 34.4 g of the objective compound. IR (KBr, cm-1): 1634, 1601, 1489, 1459, 1279, 1179 NMR (CDCl3, ppm): 5.74 (1H, d, J=1.3 Hz),

The synthetic route of 24410-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mochida Pharmaceutical Co., Ltd.; US5004751; (1991); A;,
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Benzofuran | C8H6O – PubChem

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4 (5-bromobenzofuran, 5.4 g, 27.5 mmol),Compound 13 (4,4,5,5-tetramethyl-2-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-1,3,2-dioxaborolan , 7.6g, 25.0mmol) dissolved in MeOH(8.0 mL, 1 mL/g), toluene (80.0 mL, 10 mL/g),Further, Cs2CO3 (16.3 g, 50.0 mmol) was added, followed by nitrogen.Pd(PPh3)4 (1.4 g, 1.2 mmol) was added under nitrogen.It was then stirred under reflux for 3 hours. After the reaction,The reaction was filtered through celite and concentrated under reduced pressure.Silica gel column chromatography (hexane: EtOAc = 5:1)Purification was carried out to give a white solid compound 14 (5.3 g, yield 72percent).

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dongjin Shimeiken Co., Ltd.; Cui Zhenyu; Jiang Bingnan; Yin Xingyi; Song Zhenyin; Jin Xingxie; Li Dongxuan; Cui Zhien; Li Xuanzhi; Shen Guichun; (45 pag.)CN109206387; (2019); A;,
Benzofuran – Wikipedia
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