Related Products of 68322-84-9,Some common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-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.
Cul (150 mg, 0.79 mmol) and N,/V-dimethylethylenediamine (0.17 mL, 1.58 mmol) were added to a mixture of 3-bromo-4-fluorobenzotrifluoride (768 mg, 3.16 mmol), intermediate 21 (250 mg, 0.79 mmol), and Cs2C03 (644 mg, 1.98 mmol) in DMF (3 mL). The r.m. was heated at 170 C for 90 min twice, the r.m. was cooled, EtOAc was added and the mixure was washed with a IM aq. H4OH solution, water and brine. The organic layer was dried (MgS04), filtered and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 97/3). The product fractions were collected and concentrated in vacuo. Then the residue was repurified by RP preparative HPLC [RP Vydac Denali C18 – IotaOmicronmu?iota, 250 g, 5cm); mobile phase: a gradient of (0.25% H4HC03 sol. in water)/CH3CN)]. The product fractions were collected and concentrated in vacuo. Yield: 75 mg of compound 14 (20 %).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, its application will become more common.
Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
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