Related Products of 486460-21-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 486460-21-3 name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a solution of 2-bromo-N-[1-(1 H-indol-3-ylmethyl)pentyl]thiazole-5- carboxamide (0.30 g, 0.74 mmol) and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1 ,2,4]triazolo[4,3-a]pyrazine (0.17 g, 0.88 mmol) in dioxane (10 ml_), Cs2C03 (0.73 g, 2.22 mmol) and RuPhos (0.07 g, 0.14 mmol) were added and the reaction mixture was purged with argon for 30 min. Pd2(dba)3 (0.07 g, 0.07 mmol) was added and the reaction mixture was heated in sealed tube at 1 10C for 6h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was diluted with H2O (100 ml_) and extracted with EtOAc (2 x 100 ml_). The organic layer was separated, washed with brine (100 ml_), dried over anhydrous Na2SC>4 and concentrated in vacuo. The crude residue obtained was purified by column chromatography (silica, 100-200 mesh, 0 to 2% MeOH in DCM) and by preparative HPLC to afford N-[1-(1 H- indol-3-ylmethyl)pentyl]-2-[3-(trifluoromethyl)-6,8-dihydro-5H-[1 ,2,4]triazolo[4,3- a]pyrazin-7-yl]thiazole-5-carboxamide (0.035 g, 9%) as an off-white solid. HPLC Purity: 99.1 % MS (ESI) m/e [M+H]+/Rt/%: 518.00/2.84/98.4% 1H NMR (400 MHz, DMSO-cfe) delta 0.80 (t, J = 6.6 Hz, 3H) 1.17 – 1.33 (m, 4H) 1.44 – 1.56 (m, 2H) 2.78-2.96 (m, 2H) 4.03 (t, J = 5.2 Hz, 2H) 4.08 – 4.14 (m, 1 H) 4.30 (t, J = 5.0 Hz, 2H) 4.95 (s, 2H) 6.94 (t, J = 7.4 Hz, 1 H) 6.99 – 7.1 1 (m, 2H) 7.30 (d, J = 8.0 Hz, 1 H) 7.56 (d, J = 7.8 Hz, 1 H) 7.88 (s, 1 H) 8.07 (d, J = 8.5 Hz, 1 H) 10.76 (s, 1 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, and friends who are interested can also refer to it.
Reference:
Patent; UCB BIOPHARMA SPRL; HALL, Adrian; PROVINS, Laurent; MACCOSS, Malcolm; (72 pag.)WO2018/138088; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem