{(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester

Base Information

• Chemical Name: {(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester
• CAS No.: 915788-23-7
• Molecular Formula: C₂₈H₂₉ClFN₅O₄
• Molecular Weight: 554.021
• Mol file: 915788-23-7.mol

Synonyms:{(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester

Chemical Property of {(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester

There total 1 articles about {(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester 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: 47.0%

methyl (E)-4-(tert-butoxycarbonyl(methyl)amino)-but-2-enoate (915788-21-5) + 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile (361162-95-0) → {(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester (915788-23-7)

Guidance literature:

With trimethylaluminum; In hexane; dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2010.08.004

Reference yield: 78.0%

{(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester (915788-23-7) → (E)-4-(methylamino)-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]amide hydrochloride (1245711-05-0)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.bmc.2010.08.004

Reference yield:

{(E)-3-[4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-ylcarbamoyl]-allyl}-methylcarbamic acid tert-butyl ester (915788-23-7) → (E)-4-(methylamino)-but-2-enoic acid [4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxy-quinolin-6-yl]amide

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

upstream raw materials:

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

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

Downstream raw materials:

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

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

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