With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.
Example 97′ {3-[6-(6-Methoxy-pyridin-3-yl)-quinazolin-4-yl]-phenyl}-((R)-2-methyl-piperazin-1-yl)-methanone To a stirred solution of 3-[6-(6-methoxy-pyridin-3-yl)-quinazolin-4-yl]-benzoic acid (100 mg, 0.254 mmol) in 2 mL of DMF, was added HBTU (144 mg, 0.381 mmol) and DIPEA (0.177 mL, 1.016 mmol). The reaction mixture was stirred at rt for 30 min, (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (76 mg, 0.381 mmol) was added and the resulting reaction mixture stirred for a further 2 h at rt. The reaction was quenched with H2O, and extracted with CH2Cl2. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated under vacuum. The residue was dissolved in 3 ml of CH2Cl2 and TFA (1 ml) was added. The reaction mixture was stirred at ambient temperature for 2 h. After this period of time, the mixture was concentrated and purified by preparative reverse phase Gilson HPLC and subsequent neutralization of the combined fractions over PL-HCO3 MP gave the title compound (29 mg, 26% yield) as a white powder. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 1.23 (d, 3H) 2.55-3.2 (m, 7H) 3.91 (s, 3H) 6.95 (d, 1H) 7.62 (d, 1H) 7.72 (t, 1H) 7.81 (s, 1H) 7.98 (d, 1H) 8.11 (d, 1H) 8.22 (d, 2H) 8.38 (d, 1H) 8.59 (s, 1H) 9.38 (s, 1H). MS: 440.1 [M+1]+, Rt(2′)=0.89 min.
163765-44-4, As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.
Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics