Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate

Base Information

• Chemical Name: Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate
• CAS No.: 1076198-09-8
• Molecular Formula: C₁₇H₂₀N₄O₅S
• Molecular Weight: 392.436
• Mol file: 1076198-09-8.mol

Synonyms:Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate;Ethyl 4-[β-(5-Methylpyrazine-2-carboxaMido)ethyl]benzene SulfonaMide CarbaMate;N-[[4-[2-[[(5-Methyl-2-pyrazinyl)carbonyl]aMino]ethyl]phenyl]sulfonyl]carbaMic Acid Ethyl Ester

Chemical Property of Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate

Chemical Property:

• Melting Point: 143-155°C
• PSA: 142.71000
• LogP: 3.05230
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-[β-(5-Methylpyrazine-2-carboxamido)ethyl]benzeneSulfonamideCarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-[β-(5-Methylpyrazine-2-carboxamido)ethyl]benzene Sulfonamide Carbamate is an intermediate in the synthesis of Glipizide (G410225).

Technology Process of Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate

There total 6 articles about Ethyl 4-(-(5-Methylpyrazine-2-carboxyamido)ethyl)benzene Sulfonamide Carbamate 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: 89.2%

chloroformic acid ethyl ester (541-41-3) + N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide (33288-71-0) → ethyl ({4-[2-(5-methylpyrazine-2-carboxamido)ethyl]phenyl}sulfonyl)carbamate (1076198-09-8)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Reflux;

DOI:10.1515/znb-2020-0134

Reference yield:

tert-butyl (4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)carbamate → ethyl ({4-[2-(5-methylpyrazine-2-carboxamido)ethyl]phenyl}sulfonyl)carbamate (1076198-09-8)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: triethylamine / acetone / 1 h / 0 °C

2.2: 1 h

2.3: 3 h / 20 °C

3.1: potassium carbonate / acetone / 4 h / Reflux

With potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.1515/znb-2020-0134

Reference yield:

tert-butyl (4-sulfamoyl phenethyl)carbamate (258262-54-3) → ethyl ({4-[2-(5-methylpyrazine-2-carboxamido)ethyl]phenyl}sulfonyl)carbamate (1076198-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetone / 1 h / Reflux

1.2: 6 h / Reflux

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

3.1: triethylamine / acetone / 1 h / 0 °C

3.2: 1 h

3.3: 3 h / 20 °C

4.1: potassium carbonate / acetone / 4 h / Reflux

With potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.1515/znb-2020-0134

upstream raw materials:

chloroformic acid ethyl ester

N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide

tert-butyl (4-sulfamoyl phenethyl)carbamate

N-(4-[2-amino-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea