4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile

Base Information

• Chemical Name: 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile
• CAS No.: 876138-04-4
• Molecular Formula: C₂₃H₁₅Cl₂N₃O₄
• Molecular Weight: 468.296
• Mol file: 876138-04-4.mol

Synonyms:4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile

Chemical Property of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile

There total 3 articles about 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile 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: 48.0%

(5-formylfuran-3-yl)boronic acid (62306-80-3) + 3-cyano-4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxyquinolin-7-yl trifluoromethanesulfonate (364793-73-7) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile (876138-04-4)

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 3h; Heating;

DOI:10.1021/jm061031t

Reference yield:

4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-[5-(diethoxymethyl)-furan-3-yl]-6-methoxy-3-quinolinecarbonitrile (876138-02-2) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile (876138-04-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

4-(2,4-dichloro-5-methoxyphenylamino)-7-hydroxy-6-methoxyquinoline-3-carbonitrile → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formylfuran-3-yl)-6-methoxyquinoline-3-carbonitrile (876138-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; dichloromethane;

upstream raw materials:

(5-formylfuran-3-yl)boronic acid

3-cyano-4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxyquinolin-7-yl trifluoromethanesulfonate

4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-[5-(diethoxymethyl)-furan-3-yl]-6-methoxy-3-quinolinecarbonitrile