Synthetic Route of 6313-54-8, Adding some certain compound to certain chemical reactions, such as: 6313-54-8, name is 2-Chloroisonicotinic acid,molecular formula is C6H4ClNO2, 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 6313-54-8.
2-Chloroisonicotinic acid (200 mg, 1.26 mmol), N,N-diethylethylenediamine (0.2 mL, 30 1.39 mmol), HOBT (257 mg, 1.90 mmol) and EDCI (365 mg, 1.90 mmol) were dissolved in dry DMF (Aldrich anhydrous, 2 mL) under N2. Diisopropylethylamine (0.49 mL, 2.83 mmol) was added to the mixture and the reaction stirred o/n at RT. Following complete consumption of the acid by TLC the reaction was diluted with H2O (2OmL) and extracted with DCM (3 x 2OmL). The organics were combined, washed with water (4 x 20 mL), dried over MgSO4, filtered and evaporated to a crude oil, from which the title compound was purified by silica gel column chromatography using EtOAc-MeOH-NH3 (5-1 -trace) as the mobile phase as a clear oil (210 mg, 65 %). 1H NMR (CDCl3, 400 MHz) delta: 8.48 (d, J = 5.2 Hz, IH, Ar-H-6), 7.64 (s, IH, Ar-H-3), 7.49 (dd, J = 5.2, 1.6 Hz, IH, Ar-H-5), s 7.07 (bs, IH, NH), 3.40 (q, J = 5.6 Hz, 2H, CONH-CH2-CH2), 2.64 (t, J = 5.6 Hz, 2H, CONH-CH2-CH2), 2.58 (q, J = 6.8 Hz, 4H,N-(CH2-CH3)2), 1.03 (t, J = 6.8 Hz, 6H, N- (CH2-CH3)2). 13C NMR (CDCl3, 100 MHz) delta: 163.8 (CONH), 152.4 (Ar-CH-Cl), 150.3 (Ar-CH-6), 144.8 (Ar-CH-CONH), 122.1 (Ar-CH-3), 119.5 (Ar-CH-5), 50.5 (CONH- CH2-CH2), 46.7 (N-(CH2-CH3)2), 37.2 (CONH-CH2-CH2), 11.7 (N-(CH2-CH3)2). o LRMS ES(+) 258.1 (21 %), 256 (64 %, M+H+), 185 (32 %), 183 (100 %).
According to the analysis of related databases, 6313-54-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; AUSTRALIAN NUCLEAR SCIENCE AND TECHNOLOGY ORGANISATION; WO2009/129573; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem