Reference of 86847-59-8 ,Some common heterocyclic compound, 86847-59-8, molecular formula is C10H14N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 2-PivNH pyridine (2.82 g, 16 mmol) in THF (40 mL) was added n-BuLi dropwise at -78 0C. After addition, the mixture was warmed to 0 0C (ice bath) and stirred for 2 h. The mixture was cooled to -78 0C, and a solution of 7V-methoxy-N- 5 methylacetamide (2.0 g, 19 mmol) in THF (10 mL) was added. The mixture was stirred for 10 min and warmed to rt overnight. The reaction was quenched by the addition of NH4Cl (30 mL), extracted with Et2O (30 mL), washed NaHCO3, brine, and dried over Na2SO4. The crude product was purified by flash chromatography (50%?100% EtOAc in hexanes) to afford a white solid (1.75 g, 50%). mp: 67-68 0C. IR (neat, cm”1): 3268, 10 2967, 1710, 1694, 1663, 1580, 1504, 1450, 1263, 1153. 1H NMR (300 MHz, CDCl3) delta 11.53 (IH, s), 8.66 (IH, dd, J=4.7, 1.8 Hz), 8.19 (IH, dd, J=7.9, 2.0 Hz), 7.10 (IH, dd, J = 7.9, 4.8 Hz), 2.67 (3H, s), 1.37 (9H, s). 13C NMR (100 MHz, CDCl3) delta 201.1, 176.9, 153.7, 152.2, 140.0, 118.1, 40.7, 28.1, 27.5. HRMS (ESI) calc’d for Ci2Hi6N2O2 ([M]+) 220.1211. Found: 220.1211
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86847-59-8, its application will become more common.
Reference:
Patent; LAUTENS, Mark; YUEN, Josephine; FANG, Yuanqing; WO2008/22467; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem