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

Base Information

• Chemical Name: tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)carbamate
• CAS No.: 865536-43-2
• Molecular Formula: C₁₉H₂₈N₄O₂
• Molecular Weight: 344.457

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

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

Chemical Property:

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

There total 1 articles about tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)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:

2-chloro-4-methyl-6-nitroquinoline (54965-59-2) → tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)carbamate (865536-43-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 24 h / 55 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

3: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 24 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2017.07.080

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:

tert-butyl (6-amino-4-methylquinolin-2-yl)-(2-dimethylaminoethyl)carbamate (865536-43-2) + 3,4-dichlorobenzoyl chloride (3024-72-4) → C26H30Cl2N4O3

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h; Cooling with ice;

DOI:10.1016/j.ejmech.2017.07.080

upstream raw materials:

2-chloro-4-methyl-6-nitroquinoline

Downstream raw materials:

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

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