With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,65412-03-5
To 8-fluoro-3-(phenylsulfonyl)quinoline (300 mg), potassium carbonate (0.288 g: 2 eq) and4-amino-ethyl[2-(tetrahydro-2//-pyran-4-yl)ethyl] amine (Apollo Scientific) (0.269 g, 2 eq) inDMSO(3 ml) were added to a 5 ml microwave vial. The mixture was heated at 1800C under microwave irradiation for 1 hour. The reaction mixture was diluted with sodium hydrogen carbonate (20 ml) and extracted with ethyl acetate (3 x 20 ml). The ethyl acetate layers were combined and evaporated. The residue obtained was purified using the Flashmaster II(gradient 10-80% ethyl acetate on 50 g silica column) to give the free base of the title compound (0.255 g).NMR (400MHz, Chloroform-d6) delta 1.31-1.41 (2H, m), 1.65-1.71 (5H, m), 3.33-3.49 (4H, m), 3.94-3.97 (2H, m), 6.93 (IH, d), 7.22 (IH, d), 7.52-7.62 (4H, m), 8.00-8.03(2H, m), 8.75(IH, d), 9.07 (IH, d)LC/MS, t = 3.58min, Molecular ion observed (MH+) = 497 consistent with the molecular formula C22H24N2O3S3-(Phenylsulfonyl)-lambda^-[2-(tetrahydro-2/f-pyran-4-yl)ethyl]-8-quinolinamine (0.255g ) was taken up into methanol and treated with an excess of 2M HCl in diethyl ether to give the title compound (0.268 g)NMR (400MHz, Chloroform-d6) 1.22-1.28 (2H, m), 1.55-1.58 (2H, m), 1.07 (IH, bs), 1.85(2H, bs)3.30-3.36 (2H, m), 3.42-3.52 (2H, m), 3.88-3.92 (2H, m), 6.93 (IH, d), 7.57-7.73(4H, m), 7.85-7.87 (IH, bs), 8.04-8.10 (3H, m), 8.96 (IH, s), 9.29 (IH, s)LC/MS, t = 3.58min, Molecular ion observed (MH+) = 497 consistent with the molecular formula C22H24N2O3S
The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics