1-Methyl-4-(pyridin-2-yl)piperazine

Base Information

• Chemical Name: 1-Methyl-4-(pyridin-2-yl)piperazine
• CAS No.: 145208-85-1
• Molecular Formula: C₁₀H₁₅N₃
• Molecular Weight: 177.249
• ChEMBL ID: CHEMBL126350
• DSSTox Substance ID: DTXSID70566027
• Nikkaji Number: J554.347I
• Wikidata: Q82451442
• Mol file: 145208-85-1.mol

Synonyms:145208-85-1;1-methyl-4-(pyridin-2-yl)piperazine;Piperazine, 1-methyl-4-(2-pyridinyl)-;1-methyl-4-pyridin-2-ylpiperazine;CHEMBL126350;Piperazine, 1-methyl-4-(2-pyridinyl)- (9CI);SCHEMBL159733;DTXSID70566027;1-Methyl-4-pyridin-2-yl-piperazine;BDBM50063274;AKOS006242735;G55015;EN300-7442047;Z31193775

Chemical Property of 1-Methyl-4-(pyridin-2-yl)piperazine

Chemical Property:

• Vapor Pressure: 0.0021mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 290.2°Cat760mmHg
• Flash Point: 129.3°C
• PSA: 19.37000
• Density: 1.067g/cm³
• LogP: 0.83630
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.126597491
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

98% ^*data from raw suppliers

1-METHYL-4-(2-PYRIDINYL)-PIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C2=CC=CC=N2

Technology Process of 1-Methyl-4-(pyridin-2-yl)piperazine

There total 10 articles about 1-Methyl-4-(pyridin-2-yl)piperazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-methyl-piperazine (109-01-3) + 2-chloropyridine (109-09-1) → 1-methyl-4-(pyridin-2-yl)piperazine (145208-85-1)

Guidance literature:

With [(1,3-(2,6-diisopropylphenyl)imidazol-2-ylidene)(3-chloropyridyl)palladium(II) dichloride]; potassium-t-butoxide; In 1,2-dimethoxyethane; at 50 ℃; Inert atmosphere;

DOI:10.1002/chem.200701621

Reference yield: 86.0%

1-methyl-piperazine (109-01-3) + pyridin-2-yl N,N,N',N'-tetramethyldiamidophosphate (874493-33-1) → 1-methyl-4-(pyridin-2-yl)piperazine (145208-85-1)

Guidance literature:

With TurboGrignard; In tetrahydrofuran; at 0 - 25 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03698

Reference yield: 86.0%

1-methyl-piperazine (109-01-3) + 2-methoxypyridine (1628-89-3) → 1-methyl-4-(pyridin-2-yl)piperazine (145208-85-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) 0 deg C, 30 min; room temp., 1 h, 2.) reflux, overnight;

DOI:10.1021/jo00071a019

upstream raw materials:

1-methyl-piperazine

2-bromo-pyridine

formaldehyd

1-(2-pyridyl)piperazine

Refernces

• 1、 Song, A-Xiang,Xiong, Hong-Gang,Xu, Chang,Yao, Hua-Gang,Zheng, Di-Zhong. "Buchwald-Hartwig amination of aryl esters and chlorides catalyzed by the dianisole-decorated Pd-NHC complex". supporting information. p. 2096 - 2101. Retrieved 2022/04/01.
• 2、 Sinai, ádám,Simkó, Dániel Cs.,Szabó, Fruzsina,Paczal, Attila,Gáti, Tamás,Bényei, Attila,Novák, Zoltán,Kotschy, András. "Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application". supporting information. p. 1122 - 1128. Retrieved 2020/03/03.