Some common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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. 40161-54-4
A mixture of 5 g (20 mmol) 1-BROMO-2-FLUORO-4-TRIFLUOROMETHYL-BENZENE, 4.6 g (24.7 mmol) n-Boc-piperazine, 106 mg (0.1 mmol) Tris (dibenzylideneacetone) DIPALLADIUM chloroform complex 2.77 g (28.8 mmol) sodium-t-butoxide and 144 mg (0.4 mmol) 2- (DICYCLOHEXYLPHOSPHINO) biphenyl in 50 ml toluene was heated for 16 h at 80 C. After cooling to room temperature the mixture was treated with 15 g Isolute HM-N and all volatiles were removed under vacuum. The residue was purified on silica eluting with a gradient of heptane/EtOAc to yield after evaporation 4.54 g (63%) of the title compound as white amorphous solid. 1-H-NMR (300 MHz, CDC13) 8= 7.50 (D, J = 12 Hz, 1H, H-3), 7.48 (d, J = 8 Hz, 1H, H- 5), 7.2 (dd, JI = 8 Hz, J2 = 8 Hz, 1H, H-6), 3.49 (m, 4H, piperazine), 3. 08 (m, 4H, piperazine). MS (m/e): 349.2 (MH+, 100%)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40161-54-4, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/23260; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary