Synthetic Route of 762240-92-6, These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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.
General procedure: To the stirred reaction mixture of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride(11) (300 mg, 1.32 mmol), TEA (0.55 mL, 3.95 mmol)and toluene (10 mL), substituted cyanates 12(a-e)/isocyanates12(f-j) (1.32 mmol) were added at ambient temperature.The reaction mass was agitated at 75-80 C until thecompletion of the reaction that was monitored by TLC. Thereaction mass was allowed to cool at ambient temperatureand it was washed sequentially with 3% aqueous HCl(5.0 mL) and then water (5.0 mL). The organic fraction wasconcentrated under vacuum at 50-55 C to obtain crudeproduct. It was purified by column chromatography using10-50% of EtOAc:hexane mixture as a mobile phase. N-(4-Fluorophenyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1, 2, 4]triazolo [4,3-a]pyrazine-7-carboxamide (13a); White crystalline solid; m.r.: 206-208 C. IR (KBr, nu/cm-1):3360 (N-H, str); 1674 (C=O, str); 1544 (C=N, str); 1163(-CF3, str). 1H NMR (400 MHz; DMSO-d6), d, ppm (J, Hz):3.95-3.98 (2H, t, J5.2, Piperazine), 4.22-4.24 (2H, t,J5.2, Piperazine), 4.95 (2H, s, Piperazine), 7.08-7.13 (2H,m, Ar-H), 7.43-7.79 (2H, m, Ar-H), 8.9 (1H, s, NH). 13CNMR (100 MHz; DMSO-d6), d, ppm (J, Hz): 39.98 (-CH2-CH2-); 40.87 (-CH2-CH2-); 43.30 (CH2-C-), 114.79 (d,J22.0, CF3), 117.12 (d, J268.0, C-F Ar), 121.68 (d,J8.0, C Ar), 136.14, 151.09 (-C=O), 154.59 (C Ar), 156.50(C Ar), 158.87 (C Ar). LC-MS, m/z, (rel, %): 330.09 [M+H]+ (100). HRMS (FAB) Calc.: C13H11F4N5O:329.08997; Found: 330.0967 [M+H+].
Statistics shows that 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride is playing an increasingly important role. we look forward to future research findings about 762240-92-6.
Reference:
Article; Mannam, Madhava Rao; Devineni, Subba Rao; Pavuluri, Chandra Mouli; Chamarthi, Naga Raju; Kottapalli, Raja Sekhara P.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 9; (2019); p. 922 – 932;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem