These common heterocyclic compound, 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, 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. Product Details of 886762-08-9
Preparation F-(4-Methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamine.Pd2(dba)3 (1.1 g, 1.2 mmol), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)-biphenyl (0.94 g, 2.4 mmol), 5- bromo-2-trifluoromethoxy-phenylamine (30.7 g, 120 mmol) in THF (50 mL) were charged in a round-bottom flask flushed with argon. The flask was evacuated and backfilled with argon. LiN(TMS)2 solution (1 M in THF, 288 mL) and N-methylpiperazine (26.7 mL, 194 mmol) were added and the reaction refluxed for 1 hours. The reaction mixture was then allowed to cool to room temperature and filtered through a pad of celite. The organic phase was concentrated, the residue dissolved in DCM (200 mL) and washed with H2O (1 x 100 mL). The organic phases were dried over anhydrous Na2S04, the solvent evaporated in vacuo and the crude solid was purified by flash chromatography on silica gel (eluant: DCM/EtOH 90/10) to afford 23 g of 4-(4-methyl-piperazin-1-yl)-2- trifluoromethoxy-phenylamine (70% yield) as a light brown powder.1H NMR (401 MHz, DMSO-d6) delta ppm 2.22 (s, 3H), 2.44 (t, J=4.88 Hz, 4H), 2.94 (t, J=4.88 Hz, 4 H) 4.77 (br.s., 2 H) 6.66-6.69 (m, 1 H) 6.73 – 6.80 (m, 2 H);MS calc: 276.1318; MS found: 276.1320
The synthetic route of 5-Bromo-2-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; CALDARELLI, Marina; BERIA, Italo; COLOMBO, Nicoletta; PIUTTI, Claudia; SALSA, Matteo; TRAQUANDI, Gabriella; WO2012/13557; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem