68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C10H8N2O
To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (0.35 g) in dimethylformamide (5 mL) were added potassium carbonate (843 mg) and 1-(bromomethyl)-4-fluorobenzene (462 mg) and the mixture was stirred at 75C for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was dissolved in a mixture of 40% methylamine-methanol solution (474 mg) and methanol (5 mL), and the mixture was stirred for 5 min. Sodium borohydride (154 mg) was added and the mixture was stirred for 1 hr. Saturated sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: ethyl acetate-methanol=1:0?4:1) and dissolved in methanol. A 4 mol/L hydrogen chloride-ethyl acetate solution (2 mL) was added, and the mixture was concentrated under reduced pressure. The residue was crystallized from a mixed solution of methanol-tetrahydrofuran (1:4) to give the title compound as colorless crystals (yield 450 mg, yield 60%). melting point: 169-171C. 1H-NMR(DMSO-d6)delta:2.59(3H,t,J=5.1Hz), 4.25(2H,t,J=4.9Hz), 5.49(2H,s), 7.13-7.30(4H,m), 7.53-7.68(3H,m), 7.70-7.76(2H,m), 7.83(1H,s), 9.72(2H,brs), 1H not detected.
The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2196459; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem