Synthetic Route of 1000577-58-1, These common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, 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.
Synthesis of 1-bromo-2.3-dichloro-5-methoxybenzene (Compound 2)[0151] 1-Bromo-2,3-dichloro-5-fluorobenzene (5.1453 g, 21.10 mmol) was dissolved in THF (25 mL) at room temperature and cooled to 0 C. Then, 5.1 g of sodium hydride (60%, 128 mmol) was added and 2.0 mL of methanol was added slowly. Additional THF (5 mL) was added. The mixture was stirred at room temperature for 10 minutes, then heated at 75 C for four hours and cooled to room temperature. The mixture was poured into ice with some aq. sat. NH4Cl solution and extracted with EtOAc (3 x 100 mL). The organic solution was washed with brine, dried over Na2SO4, concentrated to dryness. The residue was purified with flash column chromatography on silica gel using hexane as solvent to afford the product (4.6727 g) as a white solid in 87% yield. 1H-NMR (CDCl3): delta 7.109 (d, J = 3.0 Hz, 1 H), 6.988 (d, J- 3.0 Hz, 1 H), 3.786 (s, 3 H). The product was also synthesized from l-bromo-2,3-dichloro-5-fluorobenzene and sodium methoxide in THF. The final product was purified by recrystallization from hexane.
Statistics shows that 1-Bromo-2,3-dichloro-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1000577-58-1.
Reference:
Patent; NEKTAR THERAPEUTICS; RIGGS-SAUTHIER, Jennifer; DENG, Bo-Liang; WO2010/132691; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics