Application of 327-74-2,Some common heterocyclic compound, 327-74-2, name is 2-Amino-5-cyanobenzotrifluoride, molecular formula is C8H5F3N2, 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.
To a solution of 2-amino-5-cyanobenzotrifluoride (1.0g, 5.37mmol, 1 eq) and benzyl bromide (2.55ml_, 21 .5mmol, 4.0eq) in dry DMF (10ml_) was added at rt NaH (970mg, 21.5mmol, 4eq) portion-wise under Ar(g). The reaction mixture was stirred at rt overnight, and was then partitioned with H20 (30ml_) and extracted with EtOAc (5 x 20ml_) and CH2CI2 (20ml_). The combined organic extracts were dried over MgS04 and the solvent was removed in vacuo. The residue was further purified by silica gel column chromatography with hexane/EtOAc (1 :0-9:1 ) to yield the product, 2, as a pale yellow solid (1 .66g, 85%).1H NMR (400MHz, CDCI3) deltaEta: 7.95 (d, J=2.0Hz, 1 H), 7.63 (dd, J=8.5, 1 .5Hz, 2H), 7.28-7.34 (m, 6H), 7.20 (d, J=6.5Hz, 4H), 7.12 (d, J=8.5Hz, 1 H), 4.23 (s, 4H).MS (ES+) 389.1 (100%, [M+Na]+).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-5-cyanobenzotrifluoride, its application will become more common.
Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen, Joseph; SILVA, Franck, Alexandre; WO2011/135351; (2011); A1;,
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