Application of 176317-02-5,Some common heterocyclic compound, 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, molecular formula is C6H2BrF3, 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.
Step 1 : tert-butyl 4-(2,3,4-trifluorophenyl)piperazine-l-carboxylate (1053) [00366] A mixture of A24-1C (200 mg, 0.95 mmol, 1 12.4 uL, 1.0 eq), A24-1D (21 1.9 mg, (1054) 1.1 mmol, 1.2 eq), Pd2(dba)3 (86.8 mg, 94.8 umol, 0.1 eq), BINAP (118. 1 mg, 0. 19 mmol, 0.2 eq) and f-BuONa (136.7 mg, 1.4 mmol, 1.5 eq) in toluene (5 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 100 C for 16 hour under N2 atmosphere. TLC showed Reactant A24-1C was consumed completely and one main new spot was detected. The reaction mixture was concentrated to give a residue. The residue was purified by column chromatography (Petroleum ether/Ethyl acetate= 1 :0-8: 1) to give compound A24-1B (250 mg, 790.3 umol, 83.4% yield) as a yellow oil. NMR (400 MHz, CDC13) delta 6.82 – 6.79 (m, 1H), 6.57 – 6.53 (m, 1H), 3.52 (t, J = 4.8 Hz, 4H), 2.91 (t, J = 4.8 Hz, 4H), 1.41 (s, 9H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3,4-trifluorobenzene, its application will become more common.
Reference:
Patent; VIVACE THERAPEUTICS, INC.; LIN, Tracy Tzu-Ling Tang; KONRADI, Andrei W.; VACCA, Joseph; SHEN, Wang; COBURN, Craig; (231 pag.)WO2017/58716; (2017); A1;,
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