2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline

Base Information

• Chemical Name: 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline
• CAS No.: 1395411-63-8
• Molecular Formula: C₁₉H₁₈N₂O₅
• Molecular Weight: 354.362
• Mol file: 1395411-63-8.mol

Synonyms:2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline

Chemical Property of 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline

There total 1 articles about 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline 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%

[2,6-dimethoxy-4-(methoxymethyl)phenyl]boronic acid (685886-67-3) + 2-chloro-5-nitroquinoline (13067-94-2) → 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline (1395411-63-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; Reflux;

DOI:10.1016/j.bmcl.2012.07.047

Reference yield: 99.0%

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline (1395411-63-8) → 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]quinolin-5-amine (1395411-69-4)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; Reflux;

DOI:10.1016/j.bmcl.2012.07.047

Reference yield:

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-5-nitroquinoline (1395411-63-8) → 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-methylquinolin-5-amine (1395411-72-9)

Guidance literature:

Multi-step reaction with 4 steps

1: iron; ammonium chloride / ethanol; water / Reflux

2: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 20 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

4: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 70 °C

With N-iodo-succinimide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium tris(acetoxy)borohydride; iron; ammonium chloride; acetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.07.047

upstream raw materials:

[2,6-dimethoxy-4-(methoxymethyl)phenyl]boronic acid

2-chloro-5-nitroquinoline

Downstream raw materials:

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-methylquinolin-5-amine

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]quinolin-5-amine

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethylquinolin-5-amine

2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-iodoquinolin-5-amine