N-methyl-1-quinolin-4-ylmethanamine

Base Information

• Chemical Name: N-methyl-1-quinolin-4-ylmethanamine
• CAS No.: 157610-83-8
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• Hs Code.: 2933499090
• European Community (EC) Number: 878-752-1
• DSSTox Substance ID: DTXSID40429039
• Wikidata: Q82241924
• Mol file: 157610-83-8.mol

Synonyms:N-methyl-1-quinolin-4-ylmethanamine;157610-83-8;4-Quinolinemethanamine, N-methyl-;N-Methyl-1-(quinolin-4-yl)methanamine;Methyl[(quinolin-4-yl)methyl]amine;SCHEMBL1253989;DTXSID40429039;MFCD09055306;AKOS011621687;N-Methyl-1-(4-quinolinyl)methanamine;SB67551;BS-35738;CS-0263551;Methyl(quinolin-4-ylmethyl)amine, AldrichCPR;EN300-880962

Chemical Property of N-methyl-1-quinolin-4-ylmethanamine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 302.389°C at 760 mmHg
• Flash Point: 136.68°C
• PSA: 24.92000
• Density: 1.087g/cm³
• LogP: 2.34510
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.100048391
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

N-Methyl-1-quinolin-4-ylmethanamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC1=CC=NC2=CC=CC=C12

Technology Process of N-methyl-1-quinolin-4-ylmethanamine

There total 7 articles about N-methyl-1-quinolin-4-ylmethanamine 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: 80.0%

quinoline-4-carboxaldehyde (4363-93-3) + methylamine (74-89-5) → N-methyl-1-(quinolin-4-yl)methanamine (157610-83-8)

Guidance literature:

quinoline-4-carboxaldehyde; methylamine; In methanol; at 65 ℃; for 2h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04306

Reference yield:

4-(N-acetyl,N-methylamino)methylquinoline (42182-51-4) → N-methyl-1-(quinolin-4-yl)methanamine (157610-83-8)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 3h;

DOI:10.1021/acs.joc.6b02303

Reference yield:

N-(quinolin-4-ylmethylene)methanamine (1428568-84-6) → N-methyl-1-(quinolin-4-yl)methanamine (157610-83-8)

Guidance literature:

In ethanol; at 20 ℃; for 2h;

DOI:10.1021/jm500031w

upstream raw materials:

quinoline-4-carboxaldehyde

methylamine

4-(N-methylcarboxyamido)-quinoline

methanol

Refernces

• 1、 Okugawa, Naoki,Moriyama, Katsuhiko,Togo, Hideo. "Introduction of Quinolines and Isoquinolines onto Nonactivated α-C-H Bond of Tertiary Amides through a Radical Pathway". . p. 170 - 178. Retrieved 2017/04/26.