Ethanamine, N-(2-methoxyethyl)-2-[3-[(1E)-2-(2-methoxy-3-quinolinyl)ethenyl]-4-nitro phenoxy]-N-methyl-

Base Information

• Chemical Name: Ethanamine, N-(2-methoxyethyl)-2-[3-[(1E)-2-(2-methoxy-3-quinolinyl)ethenyl]-4-nitro phenoxy]-N-methyl-
• CAS No.: 616882-54-3
• Molecular Formula: C₂₄H₂₇N₃O₅
• Molecular Weight: 437.495
• Mol file: 616882-54-3.mol

Synonyms:

Chemical Property of Ethanamine, N-(2-methoxyethyl)-2-[3-[(1E)-2-(2-methoxy-3-quinolinyl)ethenyl]-4-nitro phenoxy]-N-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanamine, N-(2-methoxyethyl)-2-[3-[(1E)-2-(2-methoxy-3-quinolinyl)ethenyl]-4-nitro phenoxy]-N-methyl-

There total 7 articles about Ethanamine, N-(2-methoxyethyl)-2-[3-[(1E)-2-(2-methoxy-3-quinolinyl)ethenyl]-4-nitro phenoxy]-N-methyl- 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:

trifluoro-acetic acid 2-(5-{2-[(2-methoxy-ethyl)-methyl-amino]-ethoxy}-2-nitro-phenyl)-1-(2-methoxy-quinolin-3-yl)-ethyl ester → N-(2-methoxyethyl)-N-(2-{3-[2-(2-methoxyquinolin-3-yl)-vinyl]-4-nitrophenoxy}ethyl)-N-methylamine (616882-54-3)

Guidance literature:

With Isopropyl acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 70 ℃; for 1h;

DOI:10.1021/ol035541i

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → N-(2-methoxyethyl)-N-(2-{3-[2-(2-methoxyquinolin-3-yl)-vinyl]-4-nitrophenoxy}ethyl)-N-methylamine (616882-54-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 78 percent / K₂CO₃ / dimethylformamide / 18 h / 20 - 50 °C

2.1: tetrahydrofuran; diethyl ether / 0.5 h / -5 °C

2.2: 81 percent / aq. I₂ / tetrahydrofuran; diethyl ether / 2 h / 20 °C

3.1: TBAF; isopropyl acetate / tetrahydrofuran / 0.5 h / 20 °C

4.1: isopropyl acetate / tetrahydrofuran / 1 h / 20 °C

5.1: 10.5 g / DBU; isopropyl acetate / 1 h / 70 °C

With Isopropyl acetate; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol035541i

Reference yield:

2-[(2-methoxyethyl)-N-methylamino]ethanol (288383-69-7) → N-(2-methoxyethyl)-N-(2-{3-[2-(2-methoxyquinolin-3-yl)-vinyl]-4-nitrophenoxy}ethyl)-N-methylamine (616882-54-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: SOCl₂ / 1 h / 50 °C

2.1: 78 percent / K₂CO₃ / dimethylformamide / 18 h / 20 - 50 °C

3.1: tetrahydrofuran; diethyl ether / 0.5 h / -5 °C

3.2: 81 percent / aq. I₂ / tetrahydrofuran; diethyl ether / 2 h / 20 °C

4.1: TBAF; isopropyl acetate / tetrahydrofuran / 0.5 h / 20 °C

5.1: isopropyl acetate / tetrahydrofuran / 1 h / 20 °C

6.1: 10.5 g / DBU; isopropyl acetate / 1 h / 70 °C

With thionyl chloride; Isopropyl acetate; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol035541i

upstream raw materials:

4-nitro-phenol

2-[(2-methoxyethyl)-N-methylamino]ethanol

ethyl [(2-methoxyethyl)-N-methylamino]acetate

N-(2-methoxyethyl)-N-methyl-[2-(4-nitrophenoxy)-ethyl]-amine