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. 91476-80-1, name is 5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C6H9N3
To a solution of 2-bromo-N-[1-(1 H-indol-3-ylmethyl)pentyl]thiazole-5- carboxamide (0.25 g, 0.61 mmol) and 5,6,7,8-tetrahydroimidazo[1 ,2-a]pyrazine (0.09 g, 0.74 mmol) in dioxane (5 ml_), NaOtBu (0.09 g, 0.92 mmol) and RuPhos (0.06 g, 0.12 mmol) were added. The reaction mixture was purged with argon for 20 min followed by addition of Pd2(dba)3 (0.06 g, 0.06 mmol). The reaction mixture was heated at 1 10C for 6h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was diluted with H20 (70 mL) and extracted with EtOAc (3 x 100 mL). The organic layer was separated, washed with brine (75 mL), dried over anhydrous Na2SC>4 and concentrated in vacuo. The crude residue obtained was purified by column chromatography (silica, 230-400 mesh, 0 to 6% MeOH in DCM) and preparative HPLC to afford 2-(6,8-dihydro-5H-imidazo[1 ,2-a]pyrazin-7-yl)-N-[1- (1 H-indol-3-ylmethyl)pentyl]thiazole-5-carboxamide (0.06 g, 19%) as an off- white solid. HPLC Purity: 98.7% MS (ESI) m/e [M+H]+/Rt %: 449.00/2.24/99.2% 1H NMR (400 MHz, DMSO-d6) delta 0.81 (t, J=6.85 Hz, 3H) 1.16 – 1.30 (m, 4H) 1.47 – 1.62 (m, 2H) 2.78-2.94 (m, 2H) 3.92-3.98 (m, 2H) 4.04-4.14 (m, 3H) 4.66 (s, 2H) 6.91 (s, 1 H) 6.95 (d, J=7.34 Hz, 1 H) 7.03 (t, J=7.58 Hz, 1 H) 7.09 (brs, 1 H) 7.14 (s, 1 H) 7.30 (d, J=7.83 Hz, 1 H) 7.56 (d, J=7.83 Hz, 1 H) 7.86 (s, 1 H) 8.01 (d, J=8.31 Hz, 1 H) 10.74 (brs, 1 H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; UCB BIOPHARMA SPRL; HALL, Adrian; PROVINS, Laurent; MACCOSS, Malcolm; (72 pag.)WO2018/138088; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem