Category: 127264-14-6

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.

Preparation 28 Preparation of N-{2-(2,3-dihydrobenzofuran-5-yl)ethyl}methylamine A solution of 5-(2-bromoethyl)-2,3-dihydrobenzofuran (1.5 g – see Preparation 20) in 33percent methylamine in methanol (40 ml) was heated at 100¡ãC in a stainless steel pressure vessel for 6 hours then concentrated in vacuo . The residue was partitioned between dichloromethane (50 ml) and 10percent aqueous sodium carbonate (50 ml). The layers where separated and the aqueous layer was further extracted with dichloromethane (2 * 50 ml). The aqueous layer was concentrated in vacuo to give a solid which was triturated with boiling 2-propanol. The mixture was filtered and the filtrate concentrated in vacuo to give a solid which was purified by column chromatography on silica eluding with dichloromethane containing methanol (0percent up to 1percent). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a colourless solid, yield, 0.31 g, m.p. 153-155¡ãC. 1H N.m.r. (CDCl3) delta = 9.80-9.60 (brs, 1H), 7.10 (s, 1H), 7.00-6.95 (d, 1H), 6.75-6.70 (d, 1H), 4.60-4.50 (t, 2H), 3.30-3.10 (m, 6H), 2.75 (s, 3H) ppm., 127264-14-6

The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Limited; PFIZER INC.; EP364123; (1991); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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 9:Preparation of darifenacin hydrochloride:To 3-(S)-(+)-(l-carbamoyl-l,l-diphenyl methyl) pyrrolidine tartrate (100 grams) taken in water (500 ml), a solution of aqueous sodium hydroxide was added till the pH reached 14. The reaction mixture was stirred for 20 min at 25-300C, sodium chloride(150 grams) was added to it and stirred further for 20min. The reaction mixture was heated to 55-600C and extracted with toluene. The toluene layer was washed with 5percent sodium chloride solution and the solvent distilled off under reduced pressure. The residue was dissolved in acetonitrile, 5-(2-bromoethyl) 2,3-dihydrobenzofuran (66 grams dissolved in 800 ml acetonitrile) and potassium hydroxide (13 grams) was added to it.The reaction mixture was heated to 40-500C and stirred for 18 hrs. The reaction mixture was cooled to 25-30¡ãC and filtered. The acetonitrile solvent was distilled off under reduced pressure. The residue was dissolved in acetone, cooled to 0-5 ¡ãC and hydrochloric acid (36 ml) was added to it. The temperature was raised to 25-30¡ãC and stirred for 12 hrs. The reaction mixture was cooled to 0-5¡ã C, the solid obtained was filtered, washed with acetone and dried. It was purified using methanol and acetone to provide the title compound as a white solid. Yield: 75 grams Example 11:Preparation of darifenacin hydrobromide:To 3 -(S)-(+)-(l -carbamoyl -1,1 diphenyl methyl) pyrrolidine tartrate (100 grams) taken in water (500 ml), a solution of aqueous sodium hydroxide was added till the pH reached 14. The reaction mixture was stirred for 20 min at 25-30¡ãC and sodium chloride(150 grams) was added to it and stirred for 20min. The reaction mixture was heated to55-6O0C and extracted with toluene. The toluene layer was washed with 5percent sodium chloride solution and the solvent distilled off under reduced pressure. The residue was dissolved in acetonitrile, 5-(2-bromoethyl)-2,3-dihydrobenzofuran (66 grams dissolved in 800 ml acetonitrile) and potassium hydroxide (13 grams) was added to it. The reaction mixture was heated to 40-50¡ãC and stirred for 18 hrs. The reaction mixture was cooled to 25-30¡ãC and filtered. The acetonitrile solvent was distilled off under reduced pressure. The residue was dissolved in acetone, cooled to 0-5¡ãC and hydrobromic acid (36 ml) was added to it. The temperature was raised to 25-30¡ãC and stirred for 12 hrs. The reaction mixture was cooled to 0-5¡ã C, the solid obtained was filtered, washed with acetone and dried. It was purified using methanol and acetone to provide the title compound as a white solid.Yield: 75 gramsSOR: +45 (C=I, dichloromethane)

127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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
Benzofuran | C8H6O – PubChem

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 compound (3S) -pyrrolidin-3-yl (2R) -cyclopentyl (hydroxy) phenyl acetate (0.2 g, 0.69 mM) was dissolved in acetonitrile (5. 0ML). To the reaction mixture, 5- (2- BROMOETHYL) -2, 3-DIHYDRO-1-BENZOFURAN (0.173 G, 0.76 MM), POTASSIUM CARBONATE (0.29 G, 2.01 mM) and potassium iodide (0.23 g, 1.38 mM) were added and the reaction mixture was heated under reflux for 8 hours and then cooled to room temperature. Acetonitrile was evaporated under vacuum. The residue was partitioned between ethyl acetate (30.0 ml) and water (30.0 ml). The organic layer was washed with water and brine solution. It was dried over anhydrous NA2S04 and concentrated. The residue was purified by silica gel column chromatography using 30percent ethyl acetate in hexane to get the title compound. Yield = 46percent (0.14 g, 0.32 mM). 1;H NMR (CDCl3): delta 7.66 (D, J=1. 5 Hz, 2H), 7.28-7.36 (M, 3H), 7.05 (d, J=8 Hz, 1H), 6.94 (d, J=8 Hz, 1H), 6.71 (d, J=8 Hz, 1H), 5.20-5.23 (M, 1H), 4.52-4.58 (M, 2H), 3.80 (s, 1H), 3.18 (t, J=9 Hz, 2H), 2.70-2.92 (M, 8H), 2.50-2.70 (M, 1H), 2.04-2.15 (M, 1H), 1.25-1.61 (M, 9H)., 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
Patent; RANBAXY LABORATORIES LIMITED; WO2004/56767; (2004); 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.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

5-(2-Bromoethyl)benzo[2,3-b]furan (17.2 g) was added to the mixture of 3-(S)- (+)-( 1 -carbamoyl- 1 , 1 -diphenylmethyl)pyrrolidine.L-(+)-tartrate (25 g), potassium hydroxide (11.4 g) in acetonitrile solvent at 25-35¡ã C. Reaction mass was heated to 40- 45¡ã C and maintained up to completion of the reaction . The reaction mass was then cooled to R.T and extracted with dichloromethane, the solvent distilled off under vacuum to give residue. Acetone was added to the residue and cooled to 10-15¡ã C. Hydrobromic acid was added to the above solution and heated to 20-25¡ã C and maintained for 10-12 hours. The reaction mass is filtered to give darifenacin hydrobromide., 127264-14-6

The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MATRIX LABORATOIRES LIMITED; WO2009/125430; (2009); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem