Heterocyclic Building Block-benzofuran

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.

General procedure: To a solution of 2-12 in ethanol (100 mg, 0.62 mmol, 13 ml/mmol) was added the suitably functionalized benzaldehydes (0.62 mmol), followed by a solution of KOH 20% in water (0.8 ml/mmol). The solution is stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and diluted with distilled water. The aqueous layer was extracted with ethyl acetate and dried (Na2SO3). The organic phase was evaporated in vacuo to yield crude products which were subjected to column chromatography by using amino silica gel as adsorbent and solvent system of hexane: ethyl acetate (7:3) followed by silica gel column chromatography by using chloroform: methanol (9.5:0.5) to yield Series 2 derivatives except for 2-6 and 2-9.

15832-09-4, As the paragraph descriping shows that 15832-09-4 is playing an increasingly important role.

Reference£º
Article; Liew, Kok-Fui; Chan, Kit-Lam; Lee, Chong-Yew; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 195 – 210;,
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4265-25-2,4265-25-2, 2-Methylbenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-METHYLFURO [3,2-c] pyridine (prepared according to the procedure by T. KITAMURA, K. Tsuda, and Y. FUJIWARA, Tetrahedron Lett. 1998,39, pp. 5375-5376) (26.0 mg, 0.195 mmol) in 2 mL of THF was treated with lithium diisopropylamide (LDA; 1.5 M in cyclohexane, 195 LL) dropwise AT-78 C. The mixture was stirred for 30 minutes (the color changed from yellow to orange-red) and was slowly treated with a solution of 1, 1, 1-TRIFLUORO-4- (5-fluoro-2-methoxyphenyl) -4-methylpentan-2-one (81.5 mg, 0.293 mmol) in 1 mL of THF. The reaction was stirred AT-78 C for 4.5 hours, quenched with 5 mL of saturated ammonium chloride solution, and diluted with 20 mL of ethyl acetate. The phases were separated and the aqueous layer was extracted with three 10 ML portions of ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and concentrated in vacuo. Flash chromatography (ethyl acetate-hexanes, 5% to 50% gradient) gave 36.0 mg (45% yield) of the title product as a clear oil.

The synthetic route of 4265-25-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
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65399-05-5, 5-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65399-05-5

20 g (0.13 mol) of 5-aminoisobenzofuranone, 30 ml of 47% HBr solution was added to a 250 ml three-necked flask, and the temperature was slowly controlled at 0 C.Then slowly adding 5 ml of an aqueous solution of sodium nitrite, wherein sodium nitrite contains 10.16 g (0.14 mol), and stirring for 1 h;20.56g (0.14mol) of cuprous bromide is dissolved in 5ml of 47% hydrobromic acid solution, slowly added dropwise to the diazonium salt solution prepared above, and reacted at room temperature for 1h-3h;Filtration, washing with water and recrystallization from isopropanol gave a white powder, i.e., 5-Bromophthalide, 21.6 g, yield 76.8%.

65399-05-5 5-Aminophthalide 720669, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Changchun University Of Technology; Shi Fuqiang; Ye Peng; (5 pag.)CN108383833; (2018); A;,
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4265-25-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4265-25-2,2-Methylbenzofuran,as a common compound, the synthetic route is as follows.

A solution of 16-g (2.89 g, 21.91 mmol) dissolved in tetrahydroffiran (80 mE) was cooled to 5 C., and then N135 (4.68 g, 26.29 mmol) was slowly added thereto. The reactionsolution was reacted at normal temperature overnight, and then poured into sodium thiosulfate solution, and extracted with ethyl acetate (80 mLx3). The combined organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluted with petroleum ether) to obtain compound 16-f (2.57 g, yield 56%) as a colourless liquid. ?H NMR (400 MHz, CDC13-MeOD): oe 7.37-7.3 1 (m, 2H), 7.20-7.18 (m, 2H), 2.40 (s, 3H).

4265-25-2 2-Methylbenzofuran 20263, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; SHANGHAI YINGLI PHARMACEUTICAL CO., LTD; XU, Zusheng; (174 pag.)US2016/214994; (2016); A1;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61090-37-7,2,3-Dihydrobenzofuran-4-amine,as a common compound, the synthetic route is as follows.

61090-37-7, Hydrochloric acid (9.0 g) was added dropwise to a solution of 2,3-dihydrobenzofuran-4-amine (16.3 mmol) and acetic acid (9.0 g) in acetonitrile (200 mL) at 0 C. A solution of sodium nitrite (22.0 mmol) in water (2 mL) was subsequently added and the mixture was maintained for 30 min at 0 C.Sulfur dioxide gas was passed through the reaction mixture for 2 h whereupon a solution of copper(II) chloride dihydrate (20.0 mmol) in water (3 mL) was added. Sulfur dioxide gas was passed through the reaction mixture for an additional 2 h. The reaction mixture was allowed to warm to rt and was maintained for 16 h. The reaction mixture was diluted with ice water (200 mL) and the resulting mixture was extracted with ethyl acetate (300 mL). The organic layer was washed with water (200 mL), dried (sodium sulfate), and concentrated. The residue was purified by Flash chromatography (1/70 ethyl acetate/petroleum ether) to provide 2,3-dihydrobenzofuran-4-sulfonyl chloride in 40% yield as a yellow solid. Data: 1H NMR (CDCl3) delta 7.40 (d, 1H), 7.30 (d, 1H), 7.10 (d, 1H), 4.70 (m, 2H), 3.60 (m, 2H). LC/MS (ES) m/z 283 [M+C5H11N2-C1+H]+.

As the paragraph descriping shows that 61090-37-7 is playing an increasingly important role.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
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Benzofuran | C8H6O – PubChem

10242-10-1, 5-Chlorobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 33 (General Procedure (A)) (5-Chlorobenzofuran-2-yl)-((S)-2-((pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)methanone 400 mg of the title compound were synthesised as described for (E)-3-(4-bromophenyl)-1-((S)-2-((pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)propenone, using 5-chlorobenzo[b]furane-2-carboxylic acid instead of (E)-4-bromocinnamic acid. 1H-NMR (CDCl3, 2 sets of signals) delta 1.70 (m, 4 H); 1.85-2.90 (m, 10 H); 3.65-4.10 (m, 2 H); 4.50 and 4.85(both m, together 1 H); 7.30-7.50 (m, 3 H); 7.65 (s, 1 H). HPLC method A: elution at 8.62 min. MS: calc. for [M+H]+: 333; found: 333.

10242-10-1, The synthetic route of 10242-10-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Peschke, Bernd; Pettersson, Ingrid; US2003/195190; (2003); A1;,
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28418-88-4, 4-Iodoisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0592] To a solution of 4-iodoisobenzofuran-1,3-dione (2.97 g, 10.84 mmol) and (S)-3-aminoazepan-2-one (1.39 g, 10.84 mmol) in ACN (15 mL) and AcOH (21 mL) at rt. The suspension was heated to 80 C and stirred overnight. Cooled to rt, sodium acetate (2.22 g, 27.1 mmol) and AcOH (10 mL) were added. The reaction mixture was heated to 80 C and stirred overnight. TLC showed the starting material was consumed and a new spot was present. Upon removal of the solvent, the residue was diluted with water (8 mL) and stirred 30 minutes. The mixture was extracted with EA and concentrated providing (S)-4-iodo-2-(2- oxoazepan-3-yl)isoindoline-1,3-dione (2.4 g, 57.7% yield) as a white solid. MS (ESI) m/z = 385 [M+H]+., 28418-88-4

As the paragraph descriping shows that 28418-88-4 is playing an increasingly important role.

Reference£º
Patent; BIOTHERYX, INC.; CHAN, Kyle, W.H.; FUNG, Leah; SULLIVAN, Robert; ERDMAN, Paul, E.; MERCURIO, Frank; (225 pag.)WO2017/201069; (2017); A1;,
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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

To a solution of 5-bromobenzofuran (250 mg, 1.27 mmol, 1.0 equiv.) and 2-methylpiperazine (508.4 mg, 5.08 mmol, 4.0 equiv.) in toluene (7 mL) was added PdCl2[P(o-Tol)3]2 (30 mg, 0.04 mmol, 0.04 equiv.) followed by sodium tert-butoxide (183 mg, 1.91 mmol, 1.5 equiv.). The resulting mixture was heated to 100¡ã C. with stirring under nitrogen. After stirred at same temperature for 16 hours, the reaction mixture was cooled to room temperature and then diluted with ethyl acetate (100 mL). The resulting solution was washed with water, brine and then dried over Na2SO4. After removal of solvent, the crude product was purified by chromatography to give 132 mg (48percent yield) of 1-Benzofuran-5-yl-3-methyl-piperazine. 1H NMR (400 MHz, CDCl3), delta (ppm): 7.56 (d, 1H), 7.39(d, 1H), 7.10 (d, 1H), 7.00 (dd, 1H), 6.69 (m, 1H), 3.44 (d, 2H), 306 (m, 3H), 2.72 (dt, 1H), 2.38 (d, 1H), 1.14 (d, 3H).

23145-07-5, As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
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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

59434-19-4, Example 1 18A2-Oxo-N-(l-oxo- l,3-dihydroisobenzofuran-4-yl)-2-phenylacetamide[00735] To a solution of 4-aminoisobenzofuran-l(3H)-one (4.0 g, 26.8 mmol), 2-oxo-2-phenylacetic acid (4.1 g, 26.8 mmol), and HBTU (15.2 g, 40.2 mmol) in dichloromethane (240 mL) was added TEA (8 mL). The reaction mixture was stirred at room temperature overnight. The resulting mixture was added water and adjusted to pH 6-7 with 1% aq. HCl, and then was filtered. The filtrate was extracted with ethyl acetate. The ethyl acetate layer was evaporated and the crude product was purified by gradient chromatography (silica gel, petroleum ether / ethyl acetate 6: 1 to 3: 1) to give the title compound (5.0 g, yield 66%). LC-MS (ESI) m/z: 282(M+1)+.

59434-19-4 4-Aminophthalide 12284649, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
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127264-14-6, 5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The bromo compound 3 (4.54 g, 0.02 mol) and 3-(R)-(1-carbamoyl-1,1-diphenylmethyl)-pyrrolidine (4, 5.6 g, 0.02 mol) were refluxed in acetonitrile containing KOH (1.12 g, 0.02 mol). The reaction mixture was distilled off, water (50 mL) and MDC (50 mL) was added to the obtained residue to form a two-phase mixture. The phases were separated and organic phase was distilled under vacuum. The obtained residue was dissolved in methyl ethyl ketone (10 mL) and filtered to eliminate un-dissolved solid. The 48percent HBr (0.344 g, 0.00204 mol) was added to the filtrate and distilled under vacuum to afford solid foam. The foam was scurried in diisopropylether and filtered to get the title compound in 7 g yield.

127264-14-6, 127264-14-6 5-(2-Bromoethyl)-2,3-dihydrobenzofuran 21831160, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Vasantha; Lakshmanarao; Srinivasa Rao; Sivalakshmi Devi; Venkata Suryanarayana; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 52; 6; (2013); p. 824 – 828;,
Benzofuran – Wikipedia
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