Some tips on 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid

162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

116a) tert-butyl 4-{4-[(dimethylamino)carbonyl]phenyl}piperazine-1-carboxylate; After 1,1′-carbonyldiimidazole (0.58 g, 3.6 mmol) was added to tetrahydrofuran (10 mL) solution of 4-[4-(tert-butoxycarbonyl)piperazin-1-yl]benzoic acid (1.00 g, 3.3 mmol) and the mixture was stirred at room temperature for 30 minutes, 50% dimethylamine aqueous solution (0.45 mL) was added. The reaction liquid was stirred at room temperature for four hours and a saturated saline solution (100 mL) and ethyl acetate (100 mL) were added and partitioned. The organic layer was washed with a saturated sodium carbonate aqueous solution (30 mL) and the solvent was evaporated under reduced pressure after drying over sodium sulfate. The residue was purified by silica gel column chromatography (100% ethyl acetate) and 1.00 g of the title compound was obtained (yield 92%). Mp 126-128C; IR (KBr) numax 1689, 1628, 1241, 1165, 835, 769 cm-1; 1H NMR (CDCl3, 400MHz) delta 1.49 (9H, s), 3.06 (6H, brs), 3.20 (4H, t, J = 5.1 Hz), 3.58 (4H, t, J = 5.1 Hz), 6.89 (2H, d, J = 8.6 Hz), 7.38 (2H, d, J = 8.6); MS (FAB) m/z: 333 [M+]; Anal. Calcd for C18H27N3O3: C, 64.84; H, 8.16; N, 12.60. Found: C, 64.82; H, 8.41; N, 12.59., 162046-66-4

162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; EP1764367; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics