Category: 1849-53-2

Reference of 1849-53-2, Adding some certain compound to certain chemical reactions, such as: 1849-53-2, name is 3-Methoxypicolinaldehyde,molecular formula is C7H7NO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1849-53-2.

The compound (31.6 mg) obtained in Example 1-5 was dissolved in methanol (0.3 ml), and the solution was added with 3-methoxy-2-pyridinealdehyde (11.3 mg) that had been synthesized in accordance with a method described in Cominus D. et al ., Tetrahedron Lett., 29 (7), 773 (1988) and stirred at room temperature for 4.5 hours. After completion of reaction, the solvent was distilled off, and the residue was dried in vacuum and re-dissolved in methanol (0.6 ml). The solution was ice-cooled, and sodium borohydride (9 mg) was added to the solution. The resultant solution was returned to room temperature and stirred for 30 minutes. After completion of reaction, the solvent was distilled off, and the residue was dissolved in chloroform. The resultant solution was washed with 0.5 mol/l sodium hydroxide and brine and dried with anhydrous sodium sulfate, and the solvent was distilled off. The residuewas dissolved in chloroform (0.9ml), and methanesulfonic acid (40mul) and methanol (40 mul) were added under ice-cooling, followed by stirring at room temperature for 1.5 hours. After completion of reaction, the solvent was distilled off, and the residue was purified by silica gel column chromatography (chloroform/methanol/water = 7/3/0.5), to thereby obtain a methanesulfonate (36.1 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=620[M+1]+1H-NMR(500MHz,DMSO-d6):delta=1.52(3H,d,J=7.1Hz),1.65-1.82(6H,m),2.3 6(12H,s),2.97-3.05(2H,m),3.86(3H,s),4.22(2H,t,J=5.9Hz),4.34(2H ,s),4.46(2H,br),4.55-4.62(1H,m),5.71(1H,quint.,J=7.1Hz),7.43-7 .60(6H,m),7.61(2H,d,J=8.1Hz),7.70(2H,brs),7.83(1H,d,J=7.8Hz),7 .94(1H,d,J=7.1Hz),7.98(2H,d,J=8.1Hz),8.10(1H,d,J=8.5Hz),8.18(1 H,d,J=4.6Hz),8.55(1H,br),8.72(1H,d,J=7.8Hz),8.94(2H,brs).

According to the analysis of related databases, 1849-53-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1431290; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding some certain compound to certain chemical reactions, such as: 1849-53-2, name is 3-Methoxypicolinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1849-53-2. 1849-53-2

3-Methoxypicolinaldehyde (0.117 g, 0.850 mmol) and sodium 1-(trifluoromethyl)cyclopropane-1-sulfinate (0.500 g, 2.55 mmol) were dissolved in diethylcarbonate (5.1 mL) and water (3.4 mL), and the mixture was cooled to 0 C. tert-Butyl hydroperoxide (70% aqueous, 0.547 g, 4.25 mmol) was then added dropwise. The reaction was stirred in the ice bath for 5 minutes and was then heated at 90 C. for 2 hours. After this time, the mixture was cooled to room temperature, quenched with saturated aqueous Na2S2O3 solution (10 mL), and diluted with ethanol (20 mL). The mixture was concentrated in vacuo, and the resulting material was taken up in 20% CH3OH-ethyl acetate and filtered through a pad of silica gel on a fritted glass funnel, eluting with 10% CH3OH-ethyl acetate. The combined filtrates were concentrated in vacuo, and the residue was purified by silica gel chromatography, eluting with 40% ethyl acetate-heptanes to 100% ethyl acetate (gradient). The title compound was obtained, 0.0253 g, 12% yield. 1H NMR (400 MHz, CDCl3) delta ppm 10.35 (s, 1H), 8.47 (s, 1H), 7.50 (s, 1H), 4.02 (s, 3H), 1.53 (m, 2H), 1.28 (m, 2H); MS (ESI+) m/z 246.1 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1849-53-2.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem