Electric Literature of 64119-42-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate. A new synthetic method of this compound is introduced below.
(c) Ethyl 6-[4-(5-benzyI-4eta-l,2,4-triazol-3-yl)piperidin-l-yl]-5-cyano-2- methylnicotinateEthyl 6-chloro-5-cyano-2-methyhiicotinate (225 mg, 1.0 mmol)) and the crude 4-(5- benzyl-4H-l,2,4-triazol-3-yl)piperidine (267 mg, 1.1 mmol) were dissolved in EtOH (10 ml) and DIPEA (1 ml) was added. The reaction mixture was heated to 120 0C for 5 min.LCMS showed product and the 1,3, 4- oxadiazole byproduct. NaHCO3 (aq) was added and the mixture was extracted with dichloromethane (x3). The combined organic layer was run through a phase separator and evaporated. The crude product was purified by prepHPLC [Kromasil C8, Gradient: 30 to 60 % (CH3CN/0.1M NH4AcO(aq), pH = 7)] giving ethyl 6-[4-(5-benzyl-4H-l,2,4-triazoltau3-yl)piperidin-l-yl]-5-cyano-2-methyhiicotinate. Yield:38mg (9 % over 3 steps). The 1,3, 4- oxadiazole was not isolated.1HNMR (500MHz, DMSOd6): 1.32 (3H, t, J=7.1Hz), 1.72-1.81 (2H, m), 2.03-2.08 (2H, m), 2.66 (3H, s), 3.05-3.15 (IH, m), 3.29-3.32 (2H, m), 3.99 (2H, s), 4.27 (2H, q, J=7.1), 4.55-4.61 (2H, m), 7.20-7.24 (IH, m), 7.26-7.33 (4H, m), 8.35 (IH, s), 13.45 (IH, br s).MS m/z: 431 (M+l), 429 (M-I).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, and friends who are interested can also refer to it.
Reference:
Patent; ASTRAZENECA AB; WO2008/4942; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem