With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.
5264-35-7, To a solution of N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]methanesulfonamide dihydrochloride (0.95 g) obtained in example 101(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.52 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (1.20 ml) at room temperature, and the resulting mixture was allowed to stand at room temperature overnight, and at the end of this time, 5-methoxy-3,4-dihydro-2H-pyrrole (0.17 g) and triethylamine (0.24 ml) were furthermore added successively, and the resulting mixture was stirred at room temperature for 6 hours and then evaporated in vacuo. Subsequently, to the residue obtained were added successively ethanol (10 ml) and a 4N solution of hydrogen chloride in dioxane (4 ml), and the resulting mixture was evaporated in vacuo. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 10 percent acetonitrile/water). The amorphous solid obtained was dissolved in 1N hydrochloric acid (5 ml), and the resulting mixture was evaporated to dryness in vacuo. The residue obtained was dissolved in water and then lyophilized to afford the title compound (0.67 g, yield: 63 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm : 1.79-1.92 (2H, m), 2.02-2.14 (4H, m), 2.99 (2H, t, J=8.0), 3.37 (3H, s), 3.41-3.58 (4H, m), 3.82-3.90 (2H, m), 4.46 (2H, d, J=6.0), 4.86 (1H, m), 6.47 (1H, dt, J=16.0, 6.0), 6.59 (1H, d, J=16.0), 7.26 (1H, d, J=9.0), 7.49-7.58 (2H, m), 7.67-7.77 (3H, m), 7.91 (1H, s) ; IR (KBr, cm-1) : 1669, 1334, 1151.
5264-35-7 5-Methoxy-3,4-dihydro-2H-pyrrole 353443, apyrrolines compound, is more and more widely used in various fields.
Reference£º
Patent; Sankyo Company, Limited; EP1375482; (2004); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem