145208-85-1

Basic information

• Product Name: Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI)
• Synonyms: Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI);1-METHYL-4-PYRIDIN-2-YLPIPERAZINE;1-Methyl-4-(2-pyridinyl)-piperazine;Piperazine, 1-Methyl-4-(2-pyridinyl)-
• CAS NO: 145208-85-1
• Molecular Formula: C₁₀H₁₅N₃
• Molecular Weight: 177.2462
• Product Categories: PIPERIDINE;pharmacetical
• Mol File: 145208-85-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 290.2°Cat760mmHg
• Flash Point: 129.3°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0.0021mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI)(145208-85-1)
• EPA Substance Registry System: Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI)(145208-85-1)

Safety Data

• Hazardous Substances Data: 145208-85-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H15N3/c1-12-6-8-13(9-7-12)10-4-2-3-5-11-10/h2-5H,6-9H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 109-04-6 2-bromo-pyridine 
• 50-00-0 formaldehyd 
• 34803-66-2 1-(2-pyridyl)piperazine 
• 1628-89-3 2-methoxypyridine 
• 109-09-1 2-chloropyridine 
• 100-70-9 2-Cyanopyridine 
• 142-08-5 2-hydroxypyridin 
• 874493-33-1 pyridin-2-yl N,N,N',N'-tetramethyldiamidophosphate 
• 15103-48-7 pyridine-2-sulfonic acid 
• 504-29-0 2-aminopyridine 
• 105-59-9 N-Methyldiethanolamine 

Relevant articles and documents

Amination of 2-Pyridinesulfonic and 8-Quinolinesulfonic Acids with Magnesium Amides

The amination of 2-pyridine- and 8-quinolinesulfonic acids using magnesium amides of the type R2NMgCl·LiCl is reported. Thus, several cyclic and acyclic amines were converted into the corresponding amides using iPrMgCl·LiCl, which reacted readily with sulfonic acids to produce aminopyridines and aminoquinolines. Various amines which are attractive in drug chemistry were suitable for this transformation.

Buchwald-Hartwig amination of aryl esters and chlorides catalyzed by the dianisole-decorated Pd-NHC complex

A modular and generic method for the Buchwald-Hartwig amination reactions of relatively unreactive aryl esters as acyl electrophiles and aryl chlorides as aryl electrophiles has been developed, leading to the efficient synthesis of amides/amines under air conditions and with low catalyst loadings. The success of this catalytic protocol is mainly attributed to the modification of the Pd-IPr skeleton with sterically hindered and electron-donating anisole groups. This method also features good functional group tolerance and excellent chemoselectivities. In summary, the results presented herein suggest the possibility of developing a versatile and general protocol for diverse electrophiles to undergo the Buchwald-Hartwig amination reactions, avoiding too much consideration of the reaction conditions for the substrate-dependent C-N bond formations.

Amination of Phosphorodiamidate-Substituted Pyridines and Related N-Heterocycles with Magnesium Amides

The amination of various phosphorodiamidate-substituted pyridines, quinolines, and quinoxaline with magnesium amides R2NMgCl·LiCl proceeds at room temperature within 8 h. Several pharmaceutically active amines were suitable substrates for this amination procedure, and also the antihistaminic tripelennamine was prepared. Additionally, several heterocyclic phosphorodiamidates underwent directed ortho-metalation (DoM) using TMPMgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) or TMP2Mg·2LiCl, followed by electrophilic functionalization prior to the amination step, which led to ortho-functionalized aminated N-heterocycles.