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. 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-1H-imidazole
Compound 7a (100 mg, 268 mumol), 2-bromo-1-methyl-1H-imidazole (65 mg, 402 mumol), triethylamine (73 muL, 541 mumol), and dimethylformamide (2 mL) were combined in a sealed tube. The mixture was sparged for 2 minutes with nitrogen, and bis(triphenylphosphine) palladium dichloride (19 mg, 27 mumol) was added followed by copper iodide (10 mg, 53 mumol). The mixture was sparged again with nitrogen and stirred for 20 minutes at 70 C under microwave irradiation. The reaction was diluted with ethyl acetate (50 mL), washed with a saturated solution of ammonium chloride (50 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure and purified by flash chromatography on silica gel (DCM/MeOH: 96/4) to give compound 83 (62 mg, 137 mumol, 51%).1H NMR (400 MHz, Acetone- d6) delta 9.51 (s, 1H), 8.35 (s, 1H), 7.99 (ddd, J = 13.2, 7.4, 2.6 Hz, 1H), 7.57- 7.48 (m, 1H), 7.34 (dt, J = 10.5, 9.0 Hz, 1H), 7.14 (d, J = 1.2 Hz, 1H), 6.92 (d, J = 1.2 Hz, 1H), 4.46 (d, J = 5.8 Hz, 2H), 3.75 (s, 3H), 3.70 (s, 3H), 2.46 (s, 3H), 2.32 (s, 3H). 19F NMR (377 MHz, Acetone-d6) delta -139.91- -140.01 (dt, J = 22.1, 11.6 Hz), -147.12- – 147.23 (dt, J = 20.5, 10.4 Hz). MS (ESI): m/z [M+H]+ calcd for C23H22F2N5O3 : 454.4, found: 454.4
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; EMORY UNIVERSITY; SCHINAZI, Raymond F.; BOUCLE, Sebastien; AMBLARD, Franck; SARI, Ozkan; BASSIT, Leda; (169 pag.)WO2017/156255; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem