With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
To a stirred solution of 2-((lH-indol-4-yl)oxy)-6-(trifluoromethyl)isonicotinonitrile 1 (150 mg, 0.5 mmol) (from Example 49, Step 1) in DMF (12 mL) at 0 C, were added fert-butyl 4-(2-bromoacetyl)piperazine-l-carboxylate 2 (228 mg, 0.74 mmol), Cs2C03 (324 mg, 0.99 mmol) and n-Bu4NBr (8 mg, 0.02 mmol). The reaction mixture was warmed to RT and stirred for 12 h. The mixture was quenched with water (30 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were washed with brine (20 mL), dried (Na2S04), filtered and concentrated under reduced pressure to obtain the crude. The crude was triturated with Et20 (2 x 10 mL) to afford compound 3 (150 mg, 57%) as white solid. 1H NMR (500 MHz, OMSO-d6): delta 8.32 (s, 1H), 8.09 (s, 1H), 7.47 (d, J= 8.1 Hz, 1H), 7.40 (d, J= 3.2 Hz, 1H), 7.29 (t, J= 8.0 Hz, 1H), 7.03 (d, J= 7.8 Hz, 1H), 6.31 (d, J= 3.2 Hz, 1H), 5.37 (s, 2H), 3.72-3.70 (m, 2H), 3.59-3.56 (m, 4H), 3.48-3.46 (m, 2H), 1.56 (s, 9H); LC-MS (ESI): m/z 474.0 (M+ – Tiu).
112257-12-2, As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.
Reference£º
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin W.; HUTCHINSON, John Howard; CALDERON, Imelda; (202 pag.)WO2016/144703; (2016); A1;,
Piperazine – Wikipedia
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