(E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate

Base Information

• Chemical Name: (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate
• CAS No.: 1596272-48-8
• Molecular Formula: C₃₇H₃₆ClN₅O₃
• Molecular Weight: 634.178

Synonyms:(E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate

Chemical Property of (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate

Chemical Property:

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Technology Process of (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate

There total 8 articles about (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate 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: 73.0%

(E)-methyl 2-methyl-3-(4-(2-(3-phenylthioureido)phenoxy)phenyl)acrylate (1596272-32-0) + N1-(7-chloroquinolin-4-yl)butane-1,4-diamine (53186-45-1) → (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate (1596272-48-8)

Guidance literature:

With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2014.02.044

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate (1596272-48-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: 1,4-diaza-bicyclo[2.2.2]octane / neat (no solvent) / 0.33 h / 20 °C

2.2: 255 / 72 h / 20 °C

3.1: pyridine / dichloromethane / 0.5 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 0.83 h / 0 - 20 °C

5.1: iron; acetic acid / 0.33 h / 90 °C

6.1: N,N-dimethyl-formamide / 20 °C

7.1: triethylamine; mercury dichloride / N,N-dimethyl-formamide / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; iron; potassium carbonate; acetic acid; triethylamine; mercury dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: |Morita-Baylis-Hillman Alkylation / 2.2: |Morita-Baylis-Hillman Alkylation;

DOI:10.1016/j.bmcl.2014.02.044

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → (E)-methyl 3-(4-(2-((E)-3-(4-(7-chloroquinolin-4-ylamino)butyl)-2-phenylguanidino)phenoxy)phenyl)-2-methylacrylate (1596272-48-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: 1,4-diaza-bicyclo[2.2.2]octane / neat (no solvent) / 0.33 h / 20 °C

2.2: 255 / 72 h / 20 °C

3.1: pyridine / dichloromethane / 0.5 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 0.83 h / 0 - 20 °C

5.1: iron; acetic acid / 0.33 h / 90 °C

6.1: N,N-dimethyl-formamide / 20 °C

7.1: triethylamine; mercury dichloride / N,N-dimethyl-formamide / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; iron; potassium carbonate; acetic acid; triethylamine; mercury dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: |Morita-Baylis-Hillman Alkylation / 2.2: |Morita-Baylis-Hillman Alkylation;

DOI:10.1016/j.bmcl.2014.02.044

upstream raw materials:

(E)-methyl 2-methyl-3-(4-(2-(3-phenylthioureido)phenoxy)phenyl)acrylate

N₁-(7-chloroquinolin-4-yl)butane-1,4-diamine

4-hydroxy-benzaldehyde

ortho-nitrofluorobenzene

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