4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

Base Information

• Chemical Name: 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide
• CAS No.: 191667-78-4
• Molecular Formula: C₂₄H₂₁FN₂O
• Molecular Weight: 372.442
• Mol file: 191667-78-4.mol

Synonyms:4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

Chemical Property of 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

There total 4 articles about 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide 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: 84.0%

N-methyl-1-naphthalenemethylamine hydrochloride (65473-13-4) + 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid (191668-32-3) → 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide (191667-78-4)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 3.5h;

Reference yield:

ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8) → 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide (191667-78-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / 60 percent sodium hydride in oil / dimethylsulfoxide; diethyl ether / 0.08 h / 20 °C

2: 69 percent / potassium carbonate / dimethylformamide / 15 h / 90 °C

3: 99 percent / aq. sodium hydroxide / aq. ethanol / 1.5 h / Heating

4: 84 percent / triethylamine; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 3.5 h / 20 °C

With sodium hydroxide; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Cycloaddition / 2: Methylation / 3: Hydrolysis / 4: Condensation;

Reference yield:

ethyl 4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (191668-10-7) → 4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide (191667-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / potassium carbonate / dimethylformamide / 15 h / 90 °C

2: 99 percent / aq. sodium hydroxide / aq. ethanol / 1.5 h / Heating

3: 84 percent / triethylamine; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 3.5 h / 20 °C

With sodium hydroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Methylation / 2: Hydrolysis / 3: Condensation;

upstream raw materials:

N-methyl-1-naphthalenemethylamine hydrochloride

4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid

ethyl 4-fluorocinnamate

ethyl 4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate

Refernces