(E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide

Base Information

• Chemical Name: (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide
• CAS No.: 1347502-26-4
• Molecular Formula: C₂₃H₂₀FN₃O₂
• Molecular Weight: 389.429
• Mol file: 1347502-26-4.mol

Synonyms:(E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide

Chemical Property of (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide

There total 4 articles about (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide 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: 88.0%

(E)-4-(cinnamamidomethyl)benzoic acid + 4-fluoro-1,2-phenylenediamine (367-31-7) → (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide (1347502-26-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/acsmedchemlett.9b00407

Reference yield:

p-aminomethylbenzoic acid (56-91-7) → (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide (1347502-26-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 6 h / Reflux

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

3: lithium hydroxide / tetrahydrofuran; methanol; water / 4 h / 20 °C

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

With sulfuric acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.9b00407

Reference yield:

methyl 4-(aminomethyl)benzoate (18469-52-8) → (E)-N-(2-amino-4-fluorophenyl)-4-(cinnamamidomethyl)benzamide (1347502-26-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

2: lithium hydroxide / tetrahydrofuran; methanol; water / 4 h / 20 °C

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.9b00407

upstream raw materials:

4-fluoro-1,2-phenylenediamine

p-aminomethylbenzoic acid

methyl 4-(aminomethyl)benzoate