78473-00-4,Some common heterocyclic compound, 78473-00-4, name is 4-Amino-3,5-dichlorobenzonitrile, molecular formula is C7H4Cl2N2, 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.
1-(3,5-difluoropyridin-4-yl)but-2-yn-1-one (7.86 g, 43.4 mmol) and 4-amino-3,5-dichlorobenzonitrile (9.74 g, 52.1 mmol) were dissolved in DCM (174 ml) and the mixture was treated with BF3*OEt2 (16.50 ml, 130 mmol). The reaction mixture was stirred at 50 C. overnight. The next day it was quenched via a slow addition to a saturated. NaHCO3 solution. Some MeOH was used for complete dissolution and transfer of the reaction mixture. The mixture was extracted with DCM (3*). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (10-100% EtOAc in heptane) to give the title compound (10.05 g, 55.7% yield). ESI-MS m/z: 368.0 [M+H]+ (Rt=1.43 min, LC-method 2)
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-3,5-dichlorobenzonitrile, its application will become more common.
Reference:
Patent; NOVARTIS AG; BARBE, Guillaume; BEBERNITZ, Gregory Raymond; GENG, Sicong; GULGEZE EFTHYMIOU, Hatice Belgin; LIAO, Lv; MA, Fupeng; MO, Ruowei; PARKER, David Thomas; PENG, Yunshan; PEUKERT, Stefan; YAMADA, Ken; YASOSHIMA, Kayo; (78 pag.)US2018/111932; (2018); A1;,
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