With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20845-34-5,1-Methyl-2-piperidinemethanol,as a common compound, the synthetic route is as follows.
EXAMPLE 26 3-((1-methyl-2-piperidinyl)methoxy)pyridine oxalate salt 1-Methyl-2-piperidinemethanol (0.857 g, 6.65 mmol) was allowed to react with 3-bromopyridine (0.67 mL, 6.98), cuprous bromide (0.257 g, 1.33 mmol), triphenylphosphine (0.698 g, 2.66 mmol) and potassium carbonate (0.919 g, 6.65 mmol). The reaction mixture was heated to 90¡ã C. and stirred for 120 hr, then cooled to 25¡ã C., acidified with HCl (1.5 M; 35 mL) and washed with ethyl acetate (4*50 mL). The aqueous layer was basified with saturated aqueous potassium carbonate, and the product was extracted with chloroform (6*100 mL), dried (MgSO4) and concentrated in vacuo to an oil. The crude product was purified to yield the free base of the title compound after chromatography on silica gel (CHCl3 /MeOH/NH4 OH 1500:30:3). The amine was dissolved in EtOH (1 mL) and treated with oxalic acid (ca. 65 mg) to yield after recrystallization (EtOH/Et2 O) the title compound (0.088 g, 4percent) as a hygroscopic white solid. MS (DCI/NH3) m/e: 207 (M+H)+. 1 H NMR (D2 O, 300 MHz) delta: 8.46 (d, J=2.9 Hz, 1H), 8.37 (dd, J=5.2, 1.1 Hz, 1H), 7.94 (ddd, J=8.8, 2.9, 1.1 Hz, 1H), 7.80 (dd, J=8.8, 5.9 Hz, 1H), 4.69 (dd, J=11.2, 3.1 Hz, 1H), 4.35 (dd, J=11.2, 2.0 Hz, 1H), 3.56 (m, 2H), 3.18 (dt, J=12.7, 3.0 Hz, 1H), 2.93 (s, 3H), 2.05-1.65 (m, 6H). Anal. calcd for C14 H20 N2 O5.0.4 C2 H2 O4: C, 53.49; H, 6.31; N, 8.43. Found: C, 53.39; H, 6.09; N, 8.19., 20845-34-5
As the paragraph descriping shows that 20845-34-5 is playing an increasingly important role.
Reference£º
Patent; Abbott Laboratories; US5948793; (1999); A;,
Piperidine – Wikipedia
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