With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.
30459-17-7, Example 88 [00202] To a solution of Compound 88a (25 mg, 0.077 mmol) in DMF (0.6 mL) was added DIEA (0.041 mL, 0.23 mmol) followed by l-(4-(trifluoromethyl)phenyl)piperazine (36 mg, 0.16 mmol). To the stirring solution was added BOP reagent (41 mg, 0.093 mmol) then the reaction mixture heated at 80 C for 2 h then 100 C for 2 h. The reaction mixture was allowed to cool to rt, diluted with ACN then purified by prep HPLC (RT = 1 1.0 min using Axia Luna 5u C 18 30x100mm column with flow rate of 40 mL/min over 10 min period. Solvent A = 10/90/0.1% ACN/H20/TFA to solvent B = 90/10/0.1 , 20 to 100% B). The fractions containing product were evaporated to remove the ACN, then lyophilized. This material was chromatographed on silica gel eluting with 0 to 20% EtOAc/DCM to give Example 88 (3.0 mg, 7% yield) as a yellow solid. LCMS = 2.37 min using analytical method (B), 536.2 (M+H). NMR (400MHz, CDC13) delta 8.42 (d, J=8.8 Hz, IH), 8.21 (d, J=1.3 Hz, IH), 7.86 (dd, J=8.8, 1.8 Hz, IH), 7.69 (d, J=7.3 Hz, 2H), 7.55 (d, J=8.5 Hz, 2H), 7.51 (t, J=7.4 Hz, 2H), 7.46 – 7.39 (m, IH), 7.00 (d, J=8.5 Hz, 2H), 3.98 – 3.90 (m, 4H), 3.48 – 3.42 (m, 4H). EL IC50 494nM.
30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; TORA, George O.; FINLAY, Heather; HU, Carol Hui; JIANG, Ji; JOHNSON, James A.; KIM, Soong-Hoon; LLOYD, John; PARKHURST, Brandon; PI, Zulan; QIAO, Jennifer X.; WANG, Tammy C.; WO2014/42939; (2014); A1;,
Piperazine – Wikipedia
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