(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide

Base Information

• Chemical Name: (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide
• CAS No.: 1293990-09-6
• Molecular Formula: C₂₂H₁₈FN₇O₃S
• Molecular Weight: 479.494
• Mol file: 1293990-09-6.mol

Synonyms:(S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide

Chemical Property of (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide

There total 8 articles about (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide 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: 77.0%

2-Thiophenecarbonyl chloride (5271-67-0) + (S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(aminomethyl)oxazolidin-2-one (1293990-06-3) → (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide (1293990-09-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.01.014

Reference yield:

2,5-dibromopyridine (624-28-2) → (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide (1293990-09-6)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium cyanide / N,N-dimethyl-formamide / 7 h / 150 °C / Inert atmosphere

2: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

3: sodium hydroxide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C / Inert atmosphere

5: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

6: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

7: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C

8: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With sodium cyanide; bis-triphenylphosphine-palladium(II) chloride; sodium azide; 10% palladium on activated charcoal; hydrogen; ammonium chloride; triethylamine; lithium chloride; sodium hydroxide; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; 4: Stille coupling;

DOI:10.1016/j.ejmech.2011.01.014

Reference yield:

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one (856866-72-3) → (S)-N-((3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-2-oxo-oxazolidin-5-yl)methyl)thiopene-2-carboxamide (1293990-09-6)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

3: 10% palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C

4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With sodium azide; 10% palladium on activated charcoal; hydrogen; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2011.01.014

upstream raw materials:

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

2,5-dibromopyridine

2-Thiophenecarbonyl chloride

(S)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-(aminomethyl)oxazolidin-2-one