Downstream synthetic route of 4318-42-7

As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Preparation 15: 4-(4-i-Propylpiperazin-l-yl)cyclohexanamine (cis and trans isomers); [0124] In a 250 mL flask, 4-acetamidocyclohexanone (4 g, 25.8 mmol), N-i-propyl piperazine (6 g, 46.9 mmol) were dissolved in dry toluene (125 mL) and added methanesulfonic acid (MSA) (1 mL) and refluxed using Dean-Stark apparatus for five hours with occasional decanting toluene from Dean-Stark apparatus 3-4 times. Then removed half of the toluene from the apparatus and cooled to 500C and added 75 mL ethanol then removed the Dean-Stark apparatus and cooled to 15-200C. Added NaBH4 (35.4 mmol) portion wise under nitrogen atmosphere. Continued stirring the reaction for overnight. After 30 min 20 mL of 4 N HCl was added drop wise to the reaction. The volatiles removed from the reaction under reduced pressure. Basified the gummy solid reaction mixture with 20 mL sat. K2CO3, diluted with another 20 mL water and further basified with 50percent NaOH solution to pH about 13. Then added EtOAc (100 mL) and filtered the solid product and washed with EtOAc and ether and collected cyclohexanamine N-(4-(4-i-propylpiperazin-l-yl)cyclohexyl)acetamide (cis and trans isomers) as white powder (5.2 g, 75.6percent). ESI-MS: m/z 268 (M+H) +. N-(4-(4- propylpiperazin-l-yl)cyclohexyl)acetamide (5.2 g, 19.5 mmol) was refluxed in 24percent cone. HCl solution for 20 hours at 115¡ãC. Then evaporated the solution under reduced pressure and the solid product obtained was dissolved and recrystallized from isopropyl alcohol to get the product as white hydrochloride salt (6.7 g). ESI-MS: m/z 226 (M+H)+.

As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CAO, Sheldon X.; ICHIKAWA, Takashi; KIRYANOV, Andre, A.; MCBRIDE, Christopher; NATALA, Srinivasa, Reddy; KALDOR, Stephen, W.; STAFFORD, Jeffrey, A.; WO2010/25073; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics