tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate

Base Information

• Chemical Name: tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate
• CAS No.: 865536-53-4
• Molecular Formula: C₂₉H₃₃F₃N₄O₄
• Molecular Weight: 558.601
• Mol file: 865536-53-4.mol

Synonyms:tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate

Chemical Property of tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate

There total 5 articles about tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate 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: 98.0%

tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)carbamate (865536-43-2) + 3-(4-trifluoromethoxyphenyl)acryloyl chloride (183801-30-1) → tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate (865536-53-4)

Guidance literature:

In dichloromethane; for 3h;

DOI:10.1021/jm050103y

Reference yield:

N1,N1-dimethyl-N2-(4-methylquinolin-2-yl)ethane-1,2-diamine (141268-28-2) → tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate (865536-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / HNO₃ / 1 h / 0 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: 76 percent / H₂ / Pd/C / tetrahydrofuran / 12 h / 760 Torr

4: 98 percent / CH₂Cl₂ / 3 h

With hydrogen; nitric acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050103y

Reference yield:

N,N-dimethyl-N'-(4-methyl-6-nitroquinolin-2-yl)ethane-1,2-diamine (865536-37-4) → tert-butyl (2-dimethylaminoethyl)-{4-methyl-6-[(E)-3-(4-trifluoromethoxyphenyl)acryloylamino]quinolin-2-yl}carbamate (865536-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 76 percent / H₂ / Pd/C / tetrahydrofuran / 12 h / 760 Torr

3: 98 percent / CH₂Cl₂ / 3 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050103y

upstream raw materials:

tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)carbamate

3-(4-trifluoromethoxyphenyl)acryloyl chloride

N¹,N¹-dimethyl-N²-(4-methylquinolin-2-yl)ethane-1,2-diamine

N,N-dimethyl-N'-(4-methyl-6-nitroquinolin-2-yl)ethane-1,2-diamine