These common heterocyclic compound, 72115-09-4, name is 5-Amino-2-bromobenzonitrile, 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. Formula: C7H5BrN2
5-amino-2-bromobenzonitriie (5.0 g, 25.4 mmoi), cyciopropyiboronic acid (4.36 g, 50.8 mmoi), cs2co3 (49.62 g, 152.3 mmoi), and tricyciohexyiphosphine (2.85 g, 10.2 mmoi) were weighed out and added to a large reaction tube with magnetic stir bar. Toiuene (120 mL) and water (40 mL) were added, and the reaction was subjected to yigorous sub-surface nitrogen sparging. Pd(OAc)2 (1.14 g, 5.1 mmoi) was weighed out and added, the tube was sealed under nitrogen, and the reaction was heated oyernight at 110 c. This was then filtered with water and ethyi acetate washings. The combined washings were treated with saturated aqueous NaHcO3 and the iayers were separated. The aqueous was extracted 4 more times with ethyi acetate, and the combined organie iayer was washed twice with brine and dried oyer sodium suifate. After filtration, concentration, and drying on the high yacuum, 7.65 g was obtained of 5-amino-2- cyciopropyibenzonitriie containing tricyciohexyiphosphine deriyed byproducts. This was used without further purification.
The synthetic route of 5-Amino-2-bromobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; MCMURTRIE, Darren; KOLLURI, Rao; MASUDA, Esteban; TSO, Kin; ALVAREZ, Salvador; HECKRODT, Thilo; HOLLAND, Sacha; KELLEY, Ryan; DUNCTON, Matthew; SINGH, Rajinder; WO2014/89112; (2014); A1;,
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