Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde
Example 17a: (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanolTo a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 10: step d) was added THF (25 mL) and the solution was cooled to – 75 C. n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was added drop wise. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, Intermediate 18) in 3 mL THF was introduced. The reaction mixture was allowed to warm to -20 C over 45 minutes at which time the reaction was quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (5 x 40 ml.) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (5% CH3CN-DCM increasing to 30% CH3CN +2% MeOH) afforded the title compound as an off white amorphous solid. 1H NMR (600 MHz, CDCl3) delta 8.15 (d, J = 1.9 Hz, IH), 7.82 (d, J = 8.6 Hz, 1H), 7.54 (dd, J= 8.6, 2.0 Hz, 1H). 7.49 (d, J = 8.2 Hz, 2H), 7.38 (d, J= 8.1 Hz, 2H), 7.27 (s, 1H), 6.14 (d, J= 4.6 Hz, 1H), 5.05 (s, 1H), 4.33 (s, 2H), 4.07 (s, 3H), 3.95 (s, 3H).MS (ESI): mass calcd. for C22H18ClF3N4O2, 462.5 , m/z found 463.1 [M+H]+. Example 17a was purified by chiral SFC (Chiracel AD-H column (50 x 250 mm, 5 micron), Mobile phase: 12% EtOH-hexane with 0.2% Et3N). The first eluting enantiomer was Example 17b. The second eluting enantiomer was Example 17c.
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, in my other articles.
Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi, A.; BARBAY, Kent; EDWARDS, James, P.; KREUTTER, Kevin, D.; KUMMER, David, A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald, L.; WOODS, Craig, R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell, D.; WO2015/57206; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics