methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate

Base Information

• Chemical Name: methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate
• CAS No.: 1310807-53-4
• Molecular Formula: C₁₉H₁₈N₂O₃
• Molecular Weight: 322.364
• Mol file: 1310807-53-4.mol

Synonyms:methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate

Chemical Property of methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate

There total 5 articles about methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate 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:

methyl 3-[(tert-butoxycarbonyl)(cyclopropylmethyl)amino]-5-(4-cyanophenoxy)benzoate (1310807-52-3) → methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate (1310807-53-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

3-(benzyloxy)-5-(methoxycarbonyl)benzoic acid (53478-05-0) → methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate (1310807-53-4)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine; diphenyl phosphoryl azide / 2 h / 105 °C

2: potassium tert-butylate / N,N-dimethyl-formamide / 3.33 h / 15 - 20 °C / Cooling with ice

3: cyclohexene / 20% palladium hydroxide-activated charcoal / ethanol; tetrahydrofuran / 1.5 h / Reflux

4: potassium carbonate / 1-methyl-pyrrolidin-2-one / 2.5 h / 100 °C

5: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With diphenyl phosphoryl azide; potassium tert-butylate; potassium carbonate; triethylamine; trifluoroacetic acid; cyclohexene; 20% palladium hydroxide-activated charcoal; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

methyl 3-(benzyloxy)-5-[(tert-butoxycarbonyl)amino]benzoate → methyl 3-(4-cyanophenoxy)-5-[(cyclopropylmethyl)amino]benzoate (1310807-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / N,N-dimethyl-formamide / 3.33 h / 15 - 20 °C / Cooling with ice

2: cyclohexene / 20% palladium hydroxide-activated charcoal / ethanol; tetrahydrofuran / 1.5 h / Reflux

3: potassium carbonate / 1-methyl-pyrrolidin-2-one / 2.5 h / 100 °C

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With potassium tert-butylate; potassium carbonate; trifluoroacetic acid; cyclohexene; 20% palladium hydroxide-activated charcoal; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-(benzyloxy)-5-(methoxycarbonyl)benzoic acid

methyl 3-(benzyloxy)-5-[(tert-butoxycarbonyl)(cyclopropylmethyl)amino]benzoate

methyl 3-[(tert-butoxycarbonyl)(cyclopropylmethyl)amino]-5-hydroxybenzoate

methyl 3-[(tert-butoxycarbonyl)(cyclopropylmethyl)amino]-5-(4-cyanophenoxy)benzoate

Downstream raw materials:

methyl 3-[acetyl(cyclopropylmethyl)amino]-5-(4-cyanophenoxy)benzoate