Application of 4-Pyridin-2-yl-benzaldehyde

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,127406-56-8, its application will become more common.

Synthetic Route of 127406-56-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 127406-56-8 as follows.

EXAMPLE 5; Synthesis of 3-hydroxy-4-(pyridine-2-yl)benzaldehyde (5a)In a 20 mL tube, 4-(pyridine-2-yl)benzaldehyde (0.3 mmol, 1 equiv), Cu(OAc)2 (54.6 mg, 0.3 mmol, 1 equiv) and H2O (5.4 muL, 0.3 mmol, 1 equiv) were dissolved in 1 mL of dry MeCN under oxygen. The tube was sealed with a Teflon lined cap, and the reaction mixture was stirred at 1300C for 36 h. The reaction mixture was diluted with 20 mL Of CH2Cl2 and then treated with 10 mL of saturated Na2S aqueous solution. The mixture was filtered through a pad of Celite, and the filtrate was washed twice with brine. The organic layer was dried over Na2SO4 and concentrated under vacuum. After purification by column chromatography on silica gel with a gradient eluent of hexane and ether (Rf = 0.29 in 2:1 hexane: ether), the title product was obtained as a pale yellow solid (25.7 mg, 43%). 1H NMR (400 MHz, CDCl3) delta 14.59 (s, IH), 10.00 (s, IH), 8.58 (d, J = 4.8 Hz, IH), 8.02-7.92 (m, 3H), 7.50 (s, IH), 7.44 (d, J= 8.4 Hz, IH), 7.36 (t, J= 7.2 Hz, IH); 13C NMR (100 MHz, CDCl3) delta 191.93, 160.41, 156.55, 146.09, 138.34, 138.15, 126.74, 123.73, 122.75, 120.49, 120.01, 118.71; IR (thin film) v 3055, 1698, 1594, 1419, 1265 cm”1; HRMS (TOF) Calcd for C12Hi0NO2 (M + H) 200.0712, found 200.0708.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,127406-56-8, its application will become more common.

Reference:
Patent; BRANDEIS UNIVERSITY; WO2007/123910; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem