Application of 53312-80-4,Some common heterocyclic compound, 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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.
4-Amino-2-fluoro-benzonitrile (610 mg, 4.4 mmol) and trans-4-aminocyclohexanol (2.5 g, 22 mmol) are combined in a 40 mL EPA vial under nitrogen and heated at 150 C. overnight. This reaction mixture is partitioned between ethyl acetate (100 mL) and water (40 mL). The aqueous layer is extracted with more ethyl acetate (50 mL) and the combined organic layers washed with brine (50 mL), dried (MgSO4), concentrated and chromatographed (25 mm, 40 to 100% EtOAc in hexanes) to give starting material (200 mg) and product, 4-Amino-2-(4-hydroxy-cyclohexylamino)-benzonitrile (620 mg, 60%, 90% based on recovered starting material), both as white crystalline solids. (LC/MS m/z=232 [M+H]+)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-2-fluorobenzonitrile, its application will become more common.
Reference:
Patent; Huang, Kenneth He; Hughes, Philip; Ma, Wei; Ommen, Andy; Woodward, Angela; Veal, James; Barta, Thomas; US2008/76813; (2008); A1;,
Nitrile – Wikipedia,
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