Heterocyclic Building Blocks-Benzisoxazole

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 9; 5-Iodo-2,3-dihydro-1-benzofuran-2-carboxylic acidTo a solution of the compound of Preparation 10 (39.5 g, 241.0 mmol) in acetic acid (395 ml) was added benzyltrimethylammonium dichloroiodate (125.0 g, 359.0 mmol) and zinc chloride (49.5 g, 363.0 mmol). The reaction mixture was stirred at room temperature for 40 h and then quenched with water (500 ml) and tert-butyl methyl ether (200 ml). The mixture was extracted with dichloromethane (6¡Á200 ml) and the combined extracts were washed with aqueous sodium thiosulphate solution (10%, 3¡Á250 ml) and brine (200 ml), dried (MgSO4) and concentrated in vacuo. To the residue was added cyclohexane (200 ml) and the solution was heated to reflux, before addition of tert-butyl methyl ether to solubilize the residue. The solution was cooled to 0 C. and the resulting precipitate was collected by filtration and dried in vacuo to give the title compound (44.1 g).Experimental (M-H+)- 289.0; expected 289.0

1914-60-9, As the paragraph descriping shows that 1914-60-9 is playing an increasingly important role.

Reference£º
Patent; PFIZER LIMITED; US2008/200540; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Chlorination using NCS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is shown in Table 2. All the substrates treated with 1 equivalent of NCS and 5 mole % of ZrCU afforded the corresponding chlorinated compounds. The reaction at room temperature afforded a high yield of chlorinated product with high regioselectivity. In some cases, a small amount of regioisomers (Entry 3) or dichlorinated products (Entries 4 and 5) were observed.Table 2 ZrCIj Catalyzed Chlorination of Aromatic Compounds by NCS2-CI : 4-CI (13: 87)b EPO 1 -CI : 1 ,4-di-CI(83: 17)ba Reaction conditions. Substrate (0.5 mmol), NCS (0.5 mmol), ZrCI4 (5 mol %), CH2CI2 (4 mL). b Determined by 1H NMR. c See spectroscopic data for characterization.

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
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10035-16-2, Benzofuran-5-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methylamine (40 wt % aqueous, 2.0 mL, 23 mmol) was added to a stirred solution of 5-formylbenzofuran (8.2 g, 56 mmol) in MeOH (55 mL). After stirring for 20 min, the mixture was cooled with an ice-water bath for 35 min, and then NaBH4 (1.3 g, 34 mmol) was added portionwise over 15 min. After stirring for 30 min, H2O (5 mL) was added to quench any remaining hydride. After stirring for 15 min, the MeOH was removed in vacuo, the residue was dissolved in 1 N HCl, and then was extracted (2¡Á) with Et2O. The aqueous phase was made strongly alkaline (pH 11) by adding excess conc. NH4OH, then extracted (2¡Á) with Et2O. The organic phase was washed with satd. NaCl , dried over Na2SO4, filtered, and the solvent was removed in vacuo to give compound the reductive alkylation product (4.2 g, theoretical yield=3.8 g) as a clear, yellow liquid: 1H NMR (300 MHz, CDCl3) delta7.61 (d, J=2.3 Hz, 1H), 7.54 (s, 1 H), 7.45 (s, 1 H), 7.25 (dd, J=8.5, 1.7 Hz, 1 H), 6.74 (d, J=2.7 Hz, 1 H), 3.83 (s, 2 H), 2.47 (s, 3 H).

10035-16-2, The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Berkowitz, Barry; Cohen, Marlene; US2006/111385; (2006); A1;,
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253429-31-1, 7-Bromo-4-fluorobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 57 A mixture of 7-bromo-4-fluoro-1-benzofuran (5.30 g), zinc cyanide (1.74 g), tetrakis(triphenylphosphine)palladium(0) (2.85 g), and N,N-dimethylformamide (160 mL) was stirred at 100C for 2.5 hours under argon atmosphere. After cooling to room temperature, the reactant was poured into water and extracted with ethyl acetate. Insolubles were filtered off using celite. The organic layer was washed with brine, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain 4-fluoro-1-benzofuran-7-carbonitrile (3.63 g). 1H-NMR (300 MHz, CDCl3) delta: 6.96 (1H, d, J=2.4 Hz), 7.03 (1H, d, J=8.7 Hz), 7.60 (1H, dd, J=8.7 and 5.1 Hz), 7.74 (1H, d, J=2.4 Hz). IR (KBr) 2232, 1497, 1271 cm-1, 253429-31-1

As the paragraph descriping shows that 253429-31-1 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28418-88-4,4-Iodoisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

(3-1). Production of 3-iodo-N-(4-heptafluoroisopropyl-2-methylphenyl)phthalimide To a suspension of 2.7 g of 3-iodophthalic anhydride in 30 ml of acetic acid was added 2.7 g of 4-heptafluoroisopropyl-2-methylaniline, and the resulting mixture was heated under reflux for 3 hours. After completion of the reaction, the solvent was distilled off under reduced pressure from the reaction mixture, and the resulting residue was purified by silica gel column chromatography to obtain 4.8 g of the desired compound. Yield: 89%.

28418-88-4, 28418-88-4 4-Iodoisobenzofuran-1,3-dione 282071, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Nihon Nohyaku Co., Ltd.; EP1241159; (2002); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

The 2-position of the 6-bromobenzofuran (3.8 g) was protected with a trimethysilyl group as described in Example 5, to provide 2.4 g of 2-trimethylsilyl-6-bromobenzofuran., 128851-73-0

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5169860; (1992); A;,
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6940-49-4, 3-Bromophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Amine (1.05 Equiv) was added to Isatoic anhydride (1.0 Equiv) in water (4.0mL) and PEG400 (1.0mL) at RT and stirred for 1-2 hr. Upon completion of SM by TLC, added 3-bromoisobenzofuran-1(3H)-one (1.1 Equiv) and warm the reaction mixture to 90-95 C and maintained for 10-14 h. After completion of the reaction, cool the reaction mass up to 25-30 C and product was filtered and further purified via column chromatography through silica gel stationary phase and Ethyl acetate & Heptane mixture as eluent., 6940-49-4

As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Article; Madhubabu; Shankar; Reddy, G. Rajeshwar; Rao, T. Srinivasa; Basaveswara Rao, Mandava V.; Akula, Raghunadh; Tetrahedron Letters; vol. 57; 46; (2016); p. 5033 – 5037;,
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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.

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dione hydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90 oC overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mL with water, and subsequently cooled on ice for 30 min. The resulting slurry was transferred to a 50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 min. The supernatant was discarded and the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2Cl2:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%).1H NMR (400 MHz, DMSO-d6) delta 11.07 (s, 1H), 7.65 (dd, J = 8.4, 6.8 Hz, 1H), 7.31 (d, J = 6.8 Hz, 1H), 7.24 (d, J = 8.4 Hz, 1H), 5.06 (dd, J = 12.8, 5.4 Hz, 1H), 2.94- 2.82 (m, 1H), 2.64- 2.43 (m, 2H), 2.08- 1.97 (m, 1H); MS (ESI) calcd for C13H11N2O5 [M+H]+ 275.07, found 275.26.

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.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); A1;,
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Benzofuran | C8H6O – PubChem