Reference of 641571-11-1,Some common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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.
Example 1; Synthesis of compound of formula (Ia); To a 1 -L flask, equipped with a mechanical stirrer, temperature sensor, reflux condenser, addition funnel and nitrogen inlet-outlet under a nitrogen atmosphere at 23C is charged with compounds (lie) (16 g), (IVa) (12 g) and THF (300 mL). The mixture is stirred for 15 minutes at 23C and cooled to -2O0C to -15C. A solution of 1 M potassium f-butoxide in THF (275 mL) is added at -2O0C to -100C. After the addition, the mixture is warmed to 18-23C. When the reaction is complete according to HPLC, the mixture is cooled to 5C. A solution of 15% aqueous sodium chloride (500 mL) is added to the mixture, maintaining temperature below 15C. Product is extracted into isopropyl acetate (500 mL) and washed in sequence with 15% aqueous sodium chloride solution (500 mL) and water (500 mL). The organic phase is distilled under atmospheric pressure at an internal temperature of 75-85C until the residual volume is about 200 mL. The resulting suspension is cooled to 70 +/- 5C and charged with ethanol (250 mL) and water (30 mL). The mixture is heated to reflux (780C) for 1 hour and then cooled to -1O0C to -15C. The suspension is stirred for an EPO
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, its application will become more common.
Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2006/135641; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem