2-(Methylamino)pyridine

Base Information

• Chemical Name: 2-(Methylamino)pyridine
• CAS No.: 4597-87-9
• Molecular Formula: C6H8N2
• Molecular Weight: 108.143
• Hs Code.: 29333990
• European Community (EC) Number: 224-997-9
• NSC Number: 122871
• DSSTox Substance ID: DTXSID60196670
• Nikkaji Number: J51.330J
• Wikidata: Q72487377
• Mol file: 4597-87-9.mol

Synonyms:2-(Methylamino)pyridine;N-methylpyridin-2-amine;4597-87-9;2-Methylaminopyridine;2-Pyridinamine, N-methyl-;Methylamino-2 pyridine;N-2-Pyridylmethylamine;Pyridine, 2-(methylamino)-;N-Methyl-2-pyridinamine;EINECS 224-997-9;NSC 122871;PYRIDINE, 2-METHYLAMINO-;2-Pyridinamine, N-methyl- (9CI);N-methyl pyridimine;NSC122871;2-pyridinemethaneamine;N-Methylpyrdn-2-amne;2-methylamino-pyridine;pyridin-2-yl-methylamine;2-(methylamino) pyridine;2-(methylamino)-pyridine;methyl-pyridin-2-yl-amine;WLN: T6NJ BM1;SCHEMBL22421;BIDD:GT0559;2-(N-Monomethylamino)pyridine;SCHEMBL2576664;2-(Methylamino)pyridine, 98%;SCHEMBL21117871;SCHEMBL24122390;DTXSID60196670;N-Methyl-N-(2-pyridinyl)amine #;AMY25681;BCP22802;MFCD00006250;STK503762;AKOS000121466;FD-0251;NSC-122871;SB52353;AC-13257;LS-131790;BB 0257009;CS-0134535;FT-0613004;M0823;EN300-16205;F19549;J-523733

Chemical Property of 2-(Methylamino)pyridine

Chemical Property:

• Vapor Pressure: 0.309mmHg at 25°C
• Melting Point: 15 °C(lit.)
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 201.3 °C at 760 mmHg
• PKA: 6.73±0.10(Predicted)
• Flash Point: 87.8 °C
• PSA: 24.92000
• Density: 1.059 g/cm³
• LogP: 1.19630
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 108.068748264
• Heavy Atom Count: 8
• Complexity: 63.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(methylamino)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CNC1=CC=CC=N1

Technology Process of 2-(Methylamino)pyridine

There total 57 articles about 2-(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: 100.0%

2-bromo-6-(methylamino)pyridine (89026-79-9) → 2-(N-methylamino)pyridine (4597-87-9)

Guidance literature:

With 10% Pd on charcoal; hydrogen; triethylamine; In methanol; at 20 ℃; for 6h;

DOI:10.1021/ol800840m

Reference yield: 97.2%

2-aminopyridine (504-29-0) + methanol (67-56-1) → 2-(N-methylamino)pyridine (4597-87-9)

Guidance literature:

With potassium tert-butylate; C₄₉H₅₀Cl₂Ir₂N₅O⁽¹⁺⁾*F₆P^(1-); at 130 ℃; for 4h;

DOI:10.1021/acs.organomet.0c00464

Reference yield: 97.0%

methyl methylpyridin-2-ylcarbamate (125867-09-6) → 2-(N-methylamino)pyridine (4597-87-9)

Guidance literature:

With water; sodium hydroxide; In methanol; for 3h; Reflux;

DOI:10.2174/157017813805077280

upstream raw materials:

pyridine

methylamine

methyl iodide

2-aminopyridine

Downstream raw materials:

2-Py-N(CH₃)C(S)SCH₃

N-(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5,9-dimethyl-1-[N-methyl-N-(2-pyridyl)amino]carbonylmethyl-1H-1,4-benzodiazepin-2-one

PPh(Me){N(Me)(2-py)}

PPh(OMe){N(Me)(2-py)}

Refernces

• 1、 Zhang, En-Xuan,Wang, De-Xian,Zheng, Qi-Yu,Wang, Mei-Xiang. "Synthesis of large macrocyclic azacalix[n]pyridines (n = 6 - 9) and their complexation with fullerenes C60 and C70". . p. 2565 - 2568. Retrieved 2008.
• 2、 Feng, Xinshu,Huang, Ming. "Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols". . . Retrieved 2021/06/21.
• 3、 Liu, Peng,Tung, Nguyen Thanh,Xu, Xiangchao,Yang, Jiazhi,Li, Feng. "N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]". . p. 2621 - 2631. Retrieved 2021/02/27.