In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 71759-87-0 as follows. category: imidazoles-derivatives
Example 54: 3-[1-(2,6-Dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1 H-pyrrolo[2,3-b]pyridine[340] To a stirred mixture of 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(4,4,5,5- tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (10.0 mg, 0.0229 mmol), 4-iodo- 1-methyl-1H-imidazole (7.17 mg, 0.0344 mmol), potassium carbonate (9.53 mg, 0.0689 mmol) in DME (2.0 ml.) and H2O (0.40 ml.) was added (1 ,1′-bis-(diphenylphosphino)ferrocene) palladium dichloride (0.84 mg, 0.001 1 mmol) under nitrogen atmosphere. The resulting mixture was refluxed at 100 C for 90 min. The solvent was then removed under reduced pressure and the resulting residue was purified by a flash chromatography (eluent: 2% MeOH in DCM) to give desired product. 1H NMR (400 MHz, CD3OD): delta = 1.88 (d, J = 7.1 Hz, 3 H), 3.75 (s, 3 H), 5.30 (q, J = 6.8 Hz, 1 H), 7.12-7.18 (m, 1 H), 7.22 (d, J = 1.5 Hz, 1 H), 7.33 (d, J = 1.3 Hz, 1 H), 7.39 (br. s., 1 H), 7.62 (s, 1 H), 7.67 (d, J = 2.0 Hz, 1 H), 8.48 (d, J = 2.0 Hz, 1 H). MS (ES+): m/z 389.05 [MH+]. HPLC: tR =2.54 min (ZQ3, polar_5 min)
According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; OSI PHARMACEUTICALS, INC.; CHEN, Xin; JIN, Meizhong; KLEINBERG, Andrew; LI, An-hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2010/59771; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem