4-(Methylamino)pyridine

Base Information

• Chemical Name: 4-(Methylamino)pyridine
• CAS No.: 1121-58-0
• Molecular Formula: C6H8N2
• Molecular Weight: 108.143
• Hs Code.: 29333990
• European Community (EC) Number: 628-413-7
• DSSTox Substance ID: DTXSID50149913
• Nikkaji Number: J595.380D
• Wikidata: Q72487380
• Mol file: 1121-58-0.mol

Synonyms:4-MAMP;4-methylaminopyridine

Chemical Property of 4-(Methylamino)pyridine

Chemical Property:

• Vapor Pressure: 0.0674mmHg at 25°C
• Melting Point: 124-125 °C(lit.)
• Refractive Index: 1.579
• Boiling Point: 213.3 °C at 760 mmHg
• PKA: pK1:9.65(＋1) (20°C)
• Flash Point: 82.8 °C
• PSA: 24.92000
• Density: 1.059 g/cm³
• LogP: 1.19630
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in water, acetone, ethanol, ether and benzene.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 108.068748264
• Heavy Atom Count: 8
• Complexity: 57.5

Purity/Quality:

98% ^*data from raw suppliers

N-Methyl-4-pyridinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=NC=C1
• Uses: N-Methyl-4-pyridinamine is used in the synthesis of novel pan-PIM kinase inhibitors.

Technology Process of 4-(Methylamino)pyridine

There total 27 articles about 4-(Methylamino)pyridine 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: 99.0%

4-aminopyridine (504-24-5) + methanol (67-56-1) → 4-(Methylamino)pyridine (1121-58-0)

Guidance literature:

With 30%Cu-5%Ni/Al₂O₃ ; at 320 ℃; Temperature; Inert atmosphere;

Reference yield: 92.3%

4-aminopyridine (504-24-5) + methanol (67-56-1) → 4-(Methylamino)pyridine (1121-58-0) + dmap (1122-58-3)

Guidance literature:

With 20%Cu-5%Co/SiO₂-Al₂O₃ ; at 320 ℃; Inert atmosphere;

Reference yield: 92.0%

4-chlorpyridine hydrochloride (7379-35-3) + methylamine (74-89-5) → 4-(Methylamino)pyridine (1121-58-0)

Guidance literature:

In water; at 175 ℃; for 8h; under 19000 Torr;

upstream raw materials:

4-aminopyridine

methanol

4-Methylamino-pyridin-1-oxid

4-(methylamino)pyridine-2,6-dicarboxylic acid

Downstream raw materials:

3-nitro-4-methylaminopyridine

WmC20-N(Me)Pyr

N₃,4'-dimethyl-N₅-((6-methylpyridin-3-yl)methyl)-N₃-(pyridin-4-yl)biphenyl-3,5-dicarboxamide

N,N’-dimethyl-N,N’-di(4-pyridinyl)thiuram disulfide

Refernces

• 1、 Marshalkin, M. F.,Fisenko, V. P.,Yakhontov, L. N.. "SYNTHESIS AND PHARMACOLOGICAL STUDY OF PIMADIN HOMOLOGS". . p. 557 - 558. Retrieved 1983.
• 2、 Sarki, Naina,Goyal, Vishakha,Tyagi, Nitin Kumar,Puttaswamy,Narani, Anand,Ray, Anjan,Natte, Kishore. "Simple RuCl3-catalyzed N-Methylation of Amines and Transfer Hydrogenation of Nitroarenes using Methanol". . p. 1722 - 1729. Retrieved 2021/04/19.
• 3、 Jamil, Md.A.R.,Touchy, Abeda S.,Rashed, Md. Nurnobi,Ting, Kah Wei,Siddiki, S.M.A. Hakim,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-ichi. "N-Methylation of amines and nitroarenes with methanol using heterogeneous platinum catalysts". . p. 47 - 56. Retrieved 2019/02/07.