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. 25676-75-9, name is 4-Bromo-1-methylimidazole, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1-methylimidazole
To a solution of compound 121-4 (700 mg, 1.74 mmol, 1.0 eq), compound 121-4a (308 mg, 1.91 mmol, 1.1 eq), Cs2C03 (1.13 g, 3.48 mmol, 2.0 eq) in Dioxane (8 mL) and H20 (2 mL) was added Pd(PPh3)4 (101 mg, 87.0 umol, 0.05 eq) under N2. The reaction mixture was stirred at 90 C for 16 hours. The reaction mixture was concentrated under reduced pressure. The mixture was diluted with water (20 mL) and the resultant mixture was extracted with EA (50 mL * 3). The combined organic layers were dried over Na2SC>4, filtered and concentrated to dryness under reduced pressure. The residue was purified by preparative high performance liquid chromatography. The pure fractions were collected and the volatiles were removed under vacuum. The resulting mixture was lyophilized to dryness to remove the solvent residue completely. The title compound 121-5 (180 mg, 28% yield) was obtained. LCMS (ESI): RT = 0.592 min, mass calcd. for C18H20N4O2S 356.13, m/z found 356.9 [M+H]+, lH NMR (400MHz, CDCI3) delta 9.09 (s, 1H), 7.86 (d, J = 2.3 Hz, 1H), 7.49 (dd, J= 2.3, 8.8 Hz, 1H), 7.46 (s, 1H), 7.41 – 7.30 (m, 4H), 7.29 – 7.26 (m, 2H), 6.62 (d, J = 8.8 Hz, 1H), 4.53 (s, 2H), 4.21 (q, J= 5.4 Hz, 1H), 3.75 (s, 3H), 2.61 (d, J = 5.5 Hz, 3H).
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; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem