766-11-0 , The common heterocyclic compound, 766-11-0, name is 5-Bromo-2-fluoropyridine, molecular formula is C5H3BrFN, 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.
Example 51; 4-[{2-[(6-Fluoro-3-pyridinyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2- (trifluoromethyl)benzonitrile; A. 6-Fluoro-3-pyridinol; To a solution of 5-bromo-2-fluoropyridine (0.26 mL, 2.5 mmol) in dry Et2O (10 mL) at -78C was added n-BuLi (1.06 mL of a 2.5 M solution in hexanes, 2.7 mmol), dropwise over 3 min. The mixture was stirred 15 min and B(O/-Pr)3 (0.64 mL, 2.8 mmol) was added dropwise. The mixture was gradually warmed to rt over 30 min, 1 M NaOH (2 mL) was added, followed by H2O2 (0.5 mL of a 30 wt% solution) and the mixture was stirred 30 min. Excess H2O2 was quenched by dropwise addition of a 10% solution of Na2S2O3, the mixture was poured into water and the layers were separated. The aqueous layer was adjusted to pH 3.5 by addition of 1M KHSO4 and extracted with EtOAc (x3). Combined organics portions were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (EtOAc/hexanes), affording 0.242 g of the title compound as a colorless solid: MS (APCI) m/z 114 (M+H).
The synthetic route of 766-11-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/44707; (2006); A1;,
Pyridine – Wikipedia,
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