(E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide

Base Information

• Chemical Name: (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide
• CAS No.: 1245710-91-1
• Molecular Formula: C₂₅H₂₄ClF₂N₅O₂
• Molecular Weight: 499.948
• Mol file: 1245710-91-1.mol

Synonyms:(E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide

Chemical Property of (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide

There total 5 articles about (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide 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: 33.0%

(E)-4-(methylamino)-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxy-quinolin-6-yl]amide + 2-fluoroethyl methanesulfonate (461-31-4) → (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide (1245710-91-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2010.08.004

Reference yield:

6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile (361162-95-0) → (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide (1245710-91-1)

Guidance literature:

Multi-step reaction with 4 steps

1: trimethylaluminum / dichloromethane / 20 °C

2: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

3: potassium carbonate / water / 14 h / 20 °C

4: triethylamine / dichloromethane / 48 h / 20 °C / Reflux

With hydrogenchloride; trimethylaluminum; potassium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water;

Reference yield:

(E)-4-(methylamino)-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide hydrochloride (1245711-05-0) → (E)-4-[(2-fluoroethyl)methylamino]-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide (1245710-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water / 14 h / 20 °C

2: triethylamine / dichloromethane / 48 h / 20 °C / Reflux

With potassium carbonate; triethylamine; In dichloromethane; water;

upstream raw materials:

2-fluoroethyl methanesulfonate

6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile

methyl (E)-4-(tert-butoxycarbonyl(methyl)amino)-but-2-enoate

(E)-4-(methylamino)-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide hydrochloride