N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide

Base Information

• Chemical Name: N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide
• CAS No.: 918344-80-6
• Molecular Formula: C₁₈H₂₁FN₄O₄S
• Molecular Weight: 408.454
• Mol file: 918344-80-6.mol

Synonyms:N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide

Chemical Property of N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide

There total 5 articles about N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]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:

N'-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(methanesulfonyl-methyl-amino)-benzoyl]-hydrazinecarboxylic acid tert-butyl ester (928330-08-9) → N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide (918344-80-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; for 1h;

DOI:10.1021/jm061046r

Reference yield:

(R)-1-(4-fluorophenyl)ethylamine (374898-01-8) → N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide (918344-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / EDC; HOAt / CHCl₃ / 50 h / 20 °C

2: aq. LiOH / tetrahydrofuran / 5 h / 20 °C

3: HOAt; EDC / dimethylformamide / 5 h

4: 385 mg / HCl / CH₂Cl₂; dioxane / 1 h

With hydrogenchloride; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm061046r

Reference yield:

N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester (827579-70-4) → N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(hydrazinocarbonyl)-5-[methyl(methylsulfonyl)amino]benzamide (918344-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / tetrahydrofuran / 5 h / 20 °C

2: HOAt; EDC / dimethylformamide / 5 h

3: 385 mg / HCl / CH₂Cl₂; dioxane / 1 h

With hydrogenchloride; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm061046r

upstream raw materials:

N'-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(methanesulfonyl-methyl-amino)-benzoyl]-hydrazinecarboxylic acid tert-butyl ester

(R)-1-(4-fluorophenyl)ethylamine

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester

Downstream raw materials:

(1-{5-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(methanesulfonyl-methyl-amino)-phenyl]-[1,3,4]oxadiazol-2-yl}-1-methyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester