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.
This Example illustrates a process for preparing a compound of formula (IV). This Example also illustrates the conversion of a compound of formula (IV) to the hydrobromide salt.[0048] Into a reaction vessel were charged 2,2-diphenyl-2-[(35)-pyrrolidin-3- yl]acetamide L-(+)-tartrate (90.00 g, 0.21 mol), methyltriethylammonium chloride (4.82 g, 0.03 mol) and 2-methyltetrahydrofuran (180 mL). The resulting suspension was heated to 60-70 ¡ãC. To the suspension was added a solution of potassium hydroxide (69.79 g, 1.05 mol) in water (180 mL), keeping the temperature between 60 and 70 0C. The mixture was heated to reflux and to this mixture was added dropwise a solution of 5-(2-bromoethyl)-2,3- dihydro-1-benzofuran (56.98 g, 0.25 mol) in 2-methyltetrahydrofuran (270 mL). The resulting mixture was heated at reflux for 16 h and cooled to room temperature. The phases were separated and the organic phase was washed twice with 180 mL of a 10percent aqueous solution of ammonium chloride. The remaining water was distilled azeotropically and hydrobromic acid 48percent (28.19 mL) was added dropwise at room temperature. The resulting suspension was cooled to 0-5 ¡ãC, stirred at this temperature for 2 h and filtered. An almost white solid was obtained (188.0 g, l.o.d. = 48.83percent, 90.67percent yield, HPLC purity (method B): 98.96percent). This solid can be optionally dried at 60 ¡ãC under vacuum. This solid can be optionally further purified as in Example 4.[0049] The results demonstrate a process for preparing (S)-2- { 1 -[2-(2,3- dihydrobenzofuran-5-yl)ethyl]-3-pyrrolidinyl}-2,2-diphenylacetamide hydrobromide of formula (IV) in high yield and purity.
As the paragraph descriping shows that 127264-14-6 is playing an increasingly important role.
Reference£º
Patent; MEDICHEM, S.A.; WO2008/29257; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem