N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine

Base Information

• Chemical Name: N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine
• CAS No.: 1345001-24-2
• Molecular Formula: C₂₁H₂₅ClN₄
• Molecular Weight: 368.909
• Mol file: 1345001-24-2.mol

Synonyms:N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine

Chemical Property of N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine

There total 3 articles about N¹-(7-chloroquinolin-4-yl)-N²-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine 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: 60.0%

N-(7-chloroquinolin-4-yl)ethylenediamine (5407-57-8) + 1-formyl-2-[(dimethylamino)methyl]benzene (19886-78-3) → N1-(7-chloroquinolin-4-yl)-N2-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine (1345001-24-2)

Guidance literature:

N-(7-chloroquinolin-4-yl)ethylenediamine; 1-formyl-2-[(dimethylamino)methyl]benzene; In methanol; for 16h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; for 1h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.12.030

Reference yield:

N,N'-dimethylbenzylamine (103-83-3) → N1-(7-chloroquinolin-4-yl)-N2-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine (1345001-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / diethyl ether; water / Inert atmosphere

1.2: Inert atmosphere

2.1: sodium cyanoborohydride; toluene-4-sulfonic acid / methanol / 18 h / 20 °C / Inert atmosphere

With tert.-butyl lithium; sodium cyanoborohydride; toluene-4-sulfonic acid; In methanol; diethyl ether; water;

DOI:10.1002/cmdc.201500349

Reference yield:

4,7-dichloroquinoline (86-98-6,1138471-54-1) → N1-(7-chloroquinolin-4-yl)-N2-{2-[(dimethylamino)methyl]benzyl}ethan-1,2-diamine (1345001-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 h / 80 - 140 °C

2: sodium cyanoborohydride; toluene-4-sulfonic acid / methanol / 18 h / 20 °C / Inert atmosphere

With sodium cyanoborohydride; toluene-4-sulfonic acid; In methanol;

DOI:10.1002/cmdc.201500349

upstream raw materials:

N-(7-chloroquinolin-4-yl)ethylenediamine

1-formyl-2-[(dimethylamino)methyl]benzene

N,N'-dimethylbenzylamine

4,7-dichloroquinoline