Simple exploration of 58546-89-7

The synthetic route of 58546-89-7 has been constantly updated, and we look forward to future research findings.

58546-89-7,58546-89-7, Benzofuran-5-amine is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution uf benzofuran-5-amine (CAS No. 58546-89-7, 200 mg, 1.5 mmol) in acetic acid (8 mL) was added ammonium thiocyanate (456 mg, 6.0 mmol) at RT under nitrogen atmosphere. After stirring for 10 min, bromine (480 mg, 3.0 mmol) was added dropwise at about 10 C. The resulting mixture was slowly warmed to RT and stirred for 12 h. The precipitate was collected by filtration to afford the title compound as pale brown solid (200 mg, 70%). LC/MS (ES+) calcd for C9H6N2OS: 190.0; found: 193.0 [M+3] NMR (400 MHz, DMSO-c/d): d 8.01 (d, J= 2.0 Hz, 1H), 7.46 (d, J= 8.4 Hz, 1H), 7.36 (s, 2H), 7.32 (d, J= 8.4 Hz, 1H), 6.99 (d, J= 2.0 Hz, 1H).

The synthetic route of 58546-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KINETA, INC.; GOLDBERG, Daniel R.; PROBST, Peter; BEDARD, Kristin M.; (172 pag.)WO2020/36574; (2020); A1;,
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New learning discoveries about 54008-77-4

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54008-77-4,2-Bromobenzofuran,as a common compound, the synthetic route is as follows.

54008-77-4, To a solution of tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1.0 g, 3.3 mmol), 2-bromobenzofuran (0.64 g, 3.3 mmol) and tetrakis(triphenylphosphine) palladium(0) (0.5 g, 0.4 mmol) in a mixed solution of 1,4-dioxane (20 mL) and water (2.0 mL) was added sodium carbonate (1.0 g, 7.2 mmol). The reaction mixture was stirred at 90 C. under nitrogen for 12 hours. After the reaction, it was allowed to cool to room temperature, and concentrated in vacuo, then diluted with ethyl acetate (100 mL), washed with water (100 mL). The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20) to give the pure product tert-butyl 4-(benzofuran-2-yl)benzoate as a white solid (0.65 g, 67%). 1H NMR (300 MHz, CDCl3): delta 8.06 (d, J=8.7 Hz, 2H), 7.90 (d, J=8.4 Hz, 2H), 7.62-7.53 (m, 2H), 7.32-7.25 (m, 2H), 7.14 (s, 1H), 1.62 (s, 9H).

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Constellation Pharmaceuticals, Inc.; Albrecht, Brian K.; Audia, James Edmund; Cook, Andrew S.; Gagnon, Alexandre; Harmange, Jean-Christophe; Nasveschuk, Christopher G.; US9206128; (2015); B2;,
Benzofuran – Wikipedia
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New learning discoveries about 28418-88-4

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

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

28418-88-4, SYNTHESIS EXAMPLE 7-1 To a solution of 3-iodophthalic anhydride (32.5 g) in dimethylformamide (300 mL), a solution of (2S)-1-(methylthio)propan-2-amine (15.0 g) in dimethylformamide (50 mL) was added dropwise at -10 C. for 3 hours, and the mixture was stirred at -10 C. for additional 3 hours. After addition of 40% sodium hydroxide aqueous solution (15 g), the solvent was distilled off under reduced pressure, and the crude product was dissolved in water (500 mL) and washed with diisopropyl ether. The water phase was separated, adjusted to pH 1 with concentrated hydrochloric acid and extracted with diisopropyl ether. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting crude crystal was washed with a small amount of diisopropyl ether and air-dried to obtain 3-iodo-2-{[(1S)-1-methyl-2-(methylthio)ethyl]-carbamoyl}benzoic acid (32.2 g). Melting point: 132-134 C.

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

Reference£º
Patent; Bayer CropScience AG; US2011/184188; (2011); A1;,
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Downstream synthetic route of 127264-14-6

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

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.

Example 15:Preparation of (S)-2,2-diphenyl-2-{l-[2-(2,3-dihydrobenzofuran-5yl)-ethyl]- pyrrolidin-3yl} acetic acid methyl ester: A mixture of 3-(S)-2,2-diphenyl-2-pyrrolidinyl-3yl-acetic acid methyl ester(29.5 grams), 5-(2-bromoethyl)2,3-dihydrobenzo[2,3-b]furan (22.7 grams), anhydrous potassium carbonate (27.6 grams) and acetonitrile (300 ml) was heated to reflux and stirred for 60 min. The mixture was partitioned between methylene chloride (250 ml) and 10percent aqueous potassium carbonate (250 ml). The two layers were separated and the aqueous layer was extracted with methylene chloride. The organic layer was dried with sodium sulphate and distilled off the organic layer under reduced pressure followed by triturating with ethyl acetate to get the title compound. Yield: 30.5 grams

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

Reference£º
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
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Analyzing the synthesis route of 28418-88-4

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

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

3-Iodophthalic anhydride (598 mg, 2.18 mmol) was dissolved in DMF (14 mL), and the solution was added with an aqueous solution (10 mL) of hexamethyldisilazane (HMDS) (4.6 mL, 22 mmol) and methanol (0.44 mL, 11 mmol), followed by stirring at room temperature for 18.5 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressurea and the residue was purified by slurry using chloroform to obtain 3-iodophtalimide (403 mg, yield 68%). APCI-MS m/z: 272 [M-H]-; 1H-NMR (DMSO-d6)delta(ppm): 7.53 (dd, J = 7.4, 7.8 Hz, 1H), 7.84 (dd, J = 0.6, 7.3 Hz, 1H), 8.22 (dd, J = 0.6, 7.8 Hz, 1H), 11.52 (br s, 1H).

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

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2108642; (2009); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 4265-16-1

4265-16-1 Benzo[b]furan-2-carboxaldehyde 61341, abenzofuran compound, is more and more widely used in various fields.

4265-16-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4265-16-1,Benzo[b]furan-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of hydrazide (4, or 5 or 6) (0.2 g, 0.88 mmol) in absolute ethanol (7 mL) containing one drop of 37% hydrochloric acid, 0.88 mmol of corresponding alde-hyde derivative was added. The mixture was stirred at room temperature until TLC indicated the end of the reaction. The mixture was poured into ice and the precipitate was filtered out and dried. Flash chromatographic column was performed for purification of the final compounds, when necessary.

4265-16-1 Benzo[b]furan-2-carboxaldehyde 61341, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Carneiro, Teiliane R.; do Amaral, Daniel N.; Fokoue, Harold H.; Sant?Anna, Carlos M. R.; Porras, Maria L. G.; Oliveira, Augusto C. A.; Cavalcanti, Bruno C.; Pessoa, Claudia; Barreiro, Eliezer J.; Lima, Lidia M.; Letters in drug design and discovery; vol. 15; 7; (2018); p. 778 – 786;,
Benzofuran – Wikipedia
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Analyzing the synthesis route of 61090-37-7

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 4265-25-2

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 65399-05-5

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 4265-25-2

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem