These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: imidazoles-derivatives
A mixture of 44 (2.3 g, 9.5 mmol) and NaOH (759 mg, 19 mmol) in MeOH/H20 (20/5 mL) was stirred at room temperature overnight. The reaction mixture was concentrated. The residue dissolved in water, acidified to pH 3 with aqueous HCI and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2504 and evaporated under reduced pressure to give 45 (1.9 g, 88%) as a whitesolid. To a solution of this material (48 mg, 0.21 mmol) in NMP (1 mL) was added SOd2 (38 mg, 0.32 mmol). The reaction was heated at 60 C for 1 hour before 3 (50 mg, 0.21 mmol) and Et3N (85 mg, 0.84 mmol) was added. The resulting mixture was stirred at 60 C for 3 hours. The reaction was directly purified by reverse prep-HPLC and then silica gel prep-TLC to give 4-methyl-N-(3-(4-methyl-1 H-imidazol-1 -yl)-5-(trifluoromethyl)phenyl)-3-phenoxybenzamide (27 mg, 29%) as a slightly yellow solid.
The synthetic route of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Imidazole – Wikipedia,
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