Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 173999-23-0, name is (5-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. name: (5-Bromopyridin-2-yl)methanamine
In a 50 mL round bottomed flask 5-bromo-2-aminomethylpyridine (113.8 mg, 0.608 mmol) was dissolve in CH2Cl2 (2 mL) at room temperature. Thethylamine (0.5 mL) and trifluoroacetic anhydride (TFAA, 300.0 mg, 1.428 mmol, 2.35 equiv.) were subsequently added. After stirring for 1 h at the same temperature, POCl3 (1 mL) was added to the reaction mixture. The mixture was stirred at room temperature for 18 h, 160 C. for 1 h and then 180 C. for 5 h. The reaction mixture was poured into aqueous sat. NaHCO3 solution (50 mL) under ice-water bath cooling. The mixture was extracted with EtOAc (30 mL¡Á3). Combined organic layers were washed with brine (30 mL¡Á2) and dried over Na2SO4. The solvent was removed a reduced pressure to give the crude material (brown oil, 141.4 mg). The crude product was purified by a silica gel column chromatography (SiO2=25 g, EtOAc/hexane=1:3, Rf=0.4) to give the desired product, 6-bromo-3-(trifluoromethyl)imidazo[1,5-a]pyridine, a compound of formula (I).
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Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
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