Category: benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42933-43-7,2,3-Dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.

General procedure: Compound 18 (0.695 g, 5 mmol) and NaH (60percent dispersed inmineral oil, 0.12 g, 7.5 mmol) were dissolved in THF at 0?5 C. Tothis solution CH3I (1.06 g, 7.5 mmol) was added, and the mixturewas stirred at 0?5 C for an additional 3 h. The reaction mixturewas carefully quenched with water and was diluted with EtOAcand water. The organic layer was separated and washed with water(2 10 mL). After drying with anhydrous Na2SO4, the organic solventwas concentrated in a rotary evaporator to <1 mL. This residuewas placed on top of a silica gel column and eluted withhexane and EtOAc. Fractions containing the product (TLC) werepooled and evaporated to afford a yellow oil, compound 19, in75percent yield. Compound 23 was synthesized from 22, following the procedureof 19, and it was obtained as an off-white solid in 68percent yield.The color of this compound slowly turned dark when exposed toair, and it was directly used for the next step. mp 118.3?121.3 C;TLC Rf 0.47 (hexanes: EtOAc, 3:1); 1H NMR (CDCl3) d 2.82 (s, 3H,NCH3), 3.18 (t, J = 8.56 Hz, 2H, CH2), 3.43 (br, 1H, exch, NH), 4.50 (t, J= 8.58 Hz, 2H, CH2), 6.42 (dd, J = 2.47 Hz, 8.43 Hz, 1H, ArH), 6.58 (d, J= 2.25 Hz, 1H, ArH), 6.67 (d, J = 8.43 Hz, 1H, ArH); ESIMS m/z [M+H]+,calcd 150.08, found 150.09. 42933-43-7 2,3-Dihydrobenzofuran-5-amine 3841102, abenzofuran compound, is more and more widely used in various. Reference£º
Article; Xiang, Weiguo; Choudhary, Shruti; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2437 – 2451;,
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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;,
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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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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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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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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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

This Example illustrates a process for preparing a compound of formula (IV). This Example also illustrates the conversion of a compound of formula (IV) to the hydrobromide salt.[0048] Into a reaction vessel were charged 2,2-diphenyl-2-[(35)-pyrrolidin-3- yl]acetamide L-(+)-tartrate (90.00 g, 0.21 mol), methyltriethylammonium chloride (4.82 g, 0.03 mol) and 2-methyltetrahydrofuran (180 mL). The resulting suspension was heated to 60-70 ¡ãC. To the suspension was added a solution of potassium hydroxide (69.79 g, 1.05 mol) in water (180 mL), keeping the temperature between 60 and 70 0C. The mixture was heated to reflux and to this mixture was added dropwise a solution of 5-(2-bromoethyl)-2,3- dihydro-1-benzofuran (56.98 g, 0.25 mol) in 2-methyltetrahydrofuran (270 mL). The resulting mixture was heated at reflux for 16 h and cooled to room temperature. The phases were separated and the organic phase was washed twice with 180 mL of a 10percent aqueous solution of ammonium chloride. The remaining water was distilled azeotropically and hydrobromic acid 48percent (28.19 mL) was added dropwise at room temperature. The resulting suspension was cooled to 0-5 ¡ãC, stirred at this temperature for 2 h and filtered. An almost white solid was obtained (188.0 g, l.o.d. = 48.83percent, 90.67percent yield, HPLC purity (method B): 98.96percent). This solid can be optionally dried at 60 ¡ãC under vacuum. This solid can be optionally further purified as in Example 4.[0049] The results demonstrate a process for preparing (S)-2- { 1 -[2-(2,3- dihydrobenzofuran-5-yl)ethyl]-3-pyrrolidinyl}-2,2-diphenylacetamide hydrobromide of formula (IV) in high yield and purity.

As the paragraph descriping shows that 127264-14-6 is playing an increasingly important role.

Reference£º
Patent; MEDICHEM, S.A.; WO2008/29257; (2008); A2;,
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128851-73-0, 6-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 (2RS,3RS)-3-benzofuran-6-yl-1-dimethylamino-2-methylpentan-3-ol Hydrochloride(10) 3.45 g (18 mmole) 6-bromobenzofurane (prepared according to EP 355 827) and 6 ml 1,2-dibromoethane, dissolved in 60 ml dry ether, were added drop-wise over 1.5 hours to 2.12 g (87 mmole) magnesium turnings in 30 ml dry ether; after the addition the mixture was heated under reflux for 30 minutes. Thereafter, 2.5 g (18 mmole) 1-dimethylamino-2-methylpentan-3-one dissolved in 7.5 ml ether was added drop-wise over 1.5 hours whilst cooling in an ice bath to maintain an internal temperature of 5-10 C. The reaction mixture was allowed to stand for 12 hours at room temperature, and was then cooled again to 5-10 C. and added to 35 ml of 20% aqueous ammonium chloride solution. After phase separation, the aqueous phase was extracted twice with 50 ml ether. The combined organic phases were dried over sodium sulphate. After removing the solvent by distillation the residue (3.9 g) was introduced on to a 5*16 cm column packed with silica gel. 0.95 g of base were obtained by elution with 7:1 diisopropyl ether/methanol, from which 0.82 g of hydrochloride (10) (15.5% theoretical) with a melting point of 162 C. were obtained with trimethylchlorosilane/water in ethyl acetate/2-butanone.

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

Reference£º
Patent; Gruenenthal GmbH; US6248737; (2001); B1;,
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16859-59-9, 3-Hydroxyisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2-Formylbenzoic acid (1a; 1.0 equiv) was heated at reflux in SOCl2 (5?10 equiv) for 4 h at 100 ¡ãC. The remaining SOCl2 was removed in vacu-um and the obtained solid was dissolved in CH2Cl2 (10 mL). The mix-ture was cooled to 0 ¡ãC and the desired primary amine (2.0 equiv)was slowly added. The solution was stirred for 24 h at r.t. then thereaction mixture was diluted with EtOAc (70 mL), washed with citricacid (0.5 M), sat. aq Na2CO3 solution, and brine. The organic layer wasdried over MgSO4 and the solvent was removed under reduced pres-sure. The obtained products were used without further purification.

As the paragraph descriping shows that 16859-59-9 is playing an increasingly important role.

Reference£º
Article; Niedek, Dominik; Schuler, Soeren M.M.; Eschmann, Christian; Wende, Raffael C.; Seitz, Alexander; Keul, Felix; Schreiner, Peter R.; Synthesis; vol. 49; 2; (2017); p. 371 – 382;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.942-06-3,4,5-Dichlorophthalic Anhydride,as a common compound, the synthetic route is as follows.

To a solution of 5,6-dichloroisobenzofuran-1,3-dione (2 g, 9.22 mmol) in xylene (10 ml), 2-aminoacetic acid (0.761 g, 10.14 mmol) was added, and the reaction was heated at 160¡ã C. for 40 hours. The precipitate that formed during the reaction was filtered, washed with water and hexanes and dried affording 2-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)acetic acid (2.33 g, 8.50 mmol, 92percent yield).

942-06-3 4,5-Dichlorophthalic Anhydride 70334, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Carzaniga, Laura; La Porta, Elena; Guala, Matilde; US2013/102576; (2013); A1;,
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