Isoquinolin-1-ylmethyl-methyl-amine

Base Information

• Chemical Name: Isoquinolin-1-ylmethyl-methyl-amine
• CAS No.: 144163-92-8
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• DSSTox Substance ID: DTXSID20597588
• Wikidata: Q82493198
• Mol file: 144163-92-8.mol

Synonyms:Isoquinolin-1-ylmethyl-methyl-amine;144163-92-8;1-isoquinolin-1-yl-N-methylmethanamine;SCHEMBL17264864;DTXSID20597588;AKOS010956620;AB69251;AM100248;DB-319718

Chemical Property of Isoquinolin-1-ylmethyl-methyl-amine

Chemical Property:

• XLogP3: 1.5
• 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:

98%min ^*data from raw suppliers

Isoquinolin-1-ylmethyl-methyl-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNCC1=NC=CC2=CC=CC=C21

Technology Process of Isoquinolin-1-ylmethyl-methyl-amine

There total 3 articles about Isoquinolin-1-ylmethyl-methyl-amine 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: 83.0%

1-(N-acetyl,N-methylamino)methylisoquinoline → 1-(N-methylamino)methylisoquinoline (144163-92-8)

Guidance literature:

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

DOI:10.1021/acs.joc.6b02303

Reference yield: 80.0%

isoquinoline-1-carbaldehyde (4494-18-2) + methylamine (74-89-5) → 1-(N-methylamino)methylisoquinoline (144163-92-8)

Guidance literature:

isoquinoline-1-carbaldehyde; 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:

isoquinoline (119-65-3) → 1-(N-methylamino)methylisoquinoline (144163-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; dibenzoyl peroxide / water / 24 h / 35 - 40 °C / Inert atmosphere; Irradiation

2: hydrogenchloride / water / 3 h / 100 °C

With hydrogenchloride; trifluoroacetic acid; dibenzoyl peroxide; In water;

DOI:10.1021/acs.joc.6b02303

upstream raw materials:

isoquinoline

isoquinoline-1-carbaldehyde

methylamine

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.