Day: August 20, 2020

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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;,
Benzofuran – Wikipedia
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;,
Benzofuran – Wikipedia
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
Benzofuran | C8H6O – PubChem

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;,
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

Compound 177 (342 mg, 1.649 mmol) and compound 175 (287 mg, 1.269 mmol) were dissolved in DMF (10 mL). EDC (316 mg, 1.649 mmol) and DMAP (77 mg, 0.634 mmol) were added and the reaction was stirred under Ar at rt overnight. The crude reaction mixture was directly purified by silica gel chromatography to yield compound 178 (63 mg, 12% yield). LCMS = 4.74 mm (8 mm method). Mass observed (ESI): 415.9 (M+H). ?H NMR (400 MHz, DMSO-d6): 2.60 (t, J= 6.7 Hz, 2H), 3.50 (q, J= 6.5 Hz, 2H), 3.62 (s, 3H), 3.97 (s, 3H), 7.62 (s, 1H), 7.96 (d, J= 9.1 Hz, 1H), 8.02 (t, J= 6.1 Hz, 1H), 8.07 (s, 1H), 8.35 (dd, J= 9.1, 2.5 Hz, 1H), 8.83 (d, J= 2.4 Hz, 1H), 11.30 (s, 1H).

The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); 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.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.

To a solution of 2-12 (450 mg, 2.74 mmol) in anhydrous acetic acid (4.9 ml/mmol) was added the 3-chloro-4-hydroxybenzaldehyde (2.74 mmol), followed by dropwise addition of concentrated HCl (0.3 ml/mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with distilled water (100 ml) and stirred for 15 min. The precipitate formed was filtered under suction to yield aurone 6-12 which was used without further purification, yellow solid, yield 91.6%. M.p. 210-212 C, 1H NMR (DMSO-d6, 500 MHz): delta 8.0 (d,J 2 Hz, 1H), d 7.79 (dd, J1 2 Hz, J2 8.6 Hz, 1H), 7.68 (d,J 8.6 Hz, 1H), 7.17 (d, J 2 Hz, 1H), 7.08 (d, J 8.5 Hz, 1H), 6.85 (dd,J1 2.1, J2 8.5 Hz, 1H), 6.79 (s, 1H), 3.93 (s, 3H).

The synthetic route of 15832-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liew, Kok-Fui; Chan, Kit-Lam; Lee, Chong-Yew; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 195 – 210;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89877-62-3,3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.

1-Bromo-6-cyanophthalide (65) 6-Cyanophthalide (64, 2.73 g, 17.2 mmol) was dissolved in carbon tetrachloride (120 mL). 3-Chloroperbenzoic acid (100 mg) and N-bromosuccinimide (3.20 g, 17.9 mmol) were added. Light was applied with a 250 W lamp and the reaction mixture was heated at reflux for 24 h. The solvent was removed and the residue purified by silica gel column chromatography, eluting with ethyl acetate-hexane, 1:7. The product was obtained as a white solid (2.32 g, 56.7%): mp 132-134 C. IR (Film) 3090, 3064, 3032, 2992, 2235, 1788, 1738, 1428, 1295, 1227, 1119, 990, 717, 664 cm-1; NMR (300 MHz, CDCl3) delta 8.23 (s, 1H), 8.05 (dd, J=1.1 Hz, J=8.1 Hz, 1H), 7.79 (d, J=7.9 Hz, 1H), 7.44 (s, 1H); 13C NMR (75 MHz, CDCl3) delta 165.1, 152.2, 138.3, 130.0, 125.0, 121.5, 116.8, 115.3, 73.4; CIMS m/z (rel intensity) 238 (MH+, 13), 160 [(MH-Br)+, 100].

The synthetic route of 89877-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CUSHMAN, MARK S.; NGUYEN, TRUNG X.; CONDA-SHERIDAN, MARTIN M.; US2013/345252; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

28281-76-7, 5-Methoxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-methoxyphthalic anhydride (27.8 g, 0.16 mol) and formamide (175 ml) was stirred and held at 2100C for 5 hours and was then allowed to cool to room temperature overnight. The solid material was filtered off, washed sequentially with water (100 ml), 50% aqueous acetone (50 ml) and diethyl ether (200 ml) and sucked dry under reduced pressure to afford A- methoxyphthalimide (21.3 g, 77%) as a pale yellow solid. 1H NMR (DMSOd6) 11.15 (1 H, br s), 7.74 (1H, d), 7.33-7.28 (2H, m), 3.92 (3H1 s).

28281-76-7 5-Methoxyisobenzofuran-1,3-dione 639748, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44029; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem