Downstream synthetic route of 170911-92-9

170911-92-9, 170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

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.

N-tert-butyloxycarbonyl-N’-(4-aminophenyl)-piperazine (138 mg) and 5-chloro-2-methoxyphenyl isocyanate (138 mg) were dissolved in anhydrous tetrahydrofuran (5 mL) and stirred at room temperature for 14.5 hours. After methanol was added to the reaction solution, the mixed solution was concentrated. The obtained solid was vigorously stirred in hexane/isopropyl ether (5:1), collected by filtration and dried under reduced pressure, and 206 mg (89%) of the title compound was obtained as a pale pink crystal. 1H-NMR spectrum (400MHz,DMSO-d6):delta(ppm)=9.15(1H, s), 8.27(1H, s), 8.21(1H, d, J=2.3Hz), 7.29(2H, d, J=9.0Hz), 7.00(1H, d, J=9.0Hz), 6.94(1H, dd, J=8.6 and 2.8Hz), 6.95(2H, d, J=2.8Hz), 3.87(3H, s), 3.44(4H, t, J=4.9Hz), 2.99(4H, t, J=5.1Hz), 1.42(9H, s). MS(FAB) m/z:461 (M + H)+. Melting point: 205C.

170911-92-9, 170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Sankyo Company, Limited; EP1764360; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics