With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 4d (4 g,14.44 mmol) was dissolved in 40 ml of dry pyridine and stirred at0 C under inert atmosphere. Cinnamoyl chloride 6b (4.45 g,17.33 mmol) was dissolved in 20 ml dry DCM and added dropwiseto above stirred solution at 0 C. The reaction mixture was stirredfor 3 h. After completion of the reaction, the reaction mixture wasdiluted with 40 ml water and 60 ml ethyl acetate followed by 2 NHCl to make it acidic. The organic layer was separated and againwashed with 2 N HCl followed by saturated bicarbonate solution(2 50 ml) and brine solution. The organic layer was dried overanhydrous sodium sulfate and was evaporated under reducedpressure. The crude product was recrystallized from ethyl acetateand hexane to afford 4.52 g of 7l. Light yellow solid; Yield 69.33%;216e218 C (charred); IR (KBr pellets, cm1): 3425, 3105, 1666,1604, 1544, 1514, 1427, 1342, 1220, 1141, 991, 844; 1H NMR(400 MHz, CDCl3) d (ppm): 1.43 (9H, s, CH3), 3.10 (4H, t, J 3.79 Hz),3.62 (4H, t, J 3.76 Hz), 6.71 (1H, d, J 16.5 Hz, PheCH]CHe), 6.98(2H, d, J 7.2 Hz, AreH), 7.29e7.87 (4H, m, AreH), 7.89 (1H, d,J 16.5 Hz, PheCH]CHe), 8.23 (2H, d, J 7.0 Hz, AreH), 9.24 (1H,s, CONH); 13C NMR (100 MHz, CDCl3) d (ppm): 28.76, 49.41, 51.48,78.50, 112.10, 118.03, 121.31, 123.72, 126.08, 129.45, 141.79, 142.11,145.21, 147.29, 157.22, 167.52; HReMS m/z: 453.2067 (M 1)., 170911-92-9
The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Patel, Kavitkumar N.; Telvekar, Vikas N.; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 43 – 56;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics