1-[4-bromo-1-methyl-2-(methylsulfanyl)-1H-imidazol-5-yl]-2-(5-methylpyrazin-2-yl)ethanol

Base Information

• Chemical Name: 1-[4-bromo-1-methyl-2-(methylsulfanyl)-1H-imidazol-5-yl]-2-(5-methylpyrazin-2-yl)ethanol
• CAS No.: 108905-65-3
• Molecular Formula: C₁₂H₁₅BrN₄OS
• Molecular Weight: 343.247
• Mol file: 108905-65-3.mol

Synonyms:Pyrazineethanol,a-[4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl]-5-methyl-(9CI)

Chemical Property of 1-[4-bromo-1-methyl-2-(methylsulfanyl)-1H-imidazol-5-yl]-2-(5-methylpyrazin-2-yl)ethanol

Chemical Property:

• Vapor Pressure: 1.17E-10mmHg at 25°C
• Boiling Point: 496.1°Cat760mmHg
• Flash Point: 253.8°C
• Density: 1.59g/cm³

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[4-bromo-1-methyl-2-(methylsulfanyl)-1H-imidazol-5-yl]-2-(5-methylpyrazin-2-yl)ethanol

There total 3 articles about 1-[4-bromo-1-methyl-2-(methylsulfanyl)-1H-imidazol-5-yl]-2-(5-methylpyrazin-2-yl)ethanol 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: 79.0%

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-one (108905-64-2) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-ol (108905-65-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; isopropyl alcohol; a) 0 deg C to room temperature, overnight, b) 0 deg C to room temperature, 8 h;

DOI:10.1021/jo00031a017

Reference yield:

2,5-dimethyl-pyrazine (123-32-0) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-ol (108905-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LDA / 1) THF, hexanes, -78 deg C, 2) -19 to -15 deg C

2: 79 percent / NaBH₄ / tetrahydrofuran; propan-2-ol / a) 0 deg C to room temperature, overnight, b) 0 deg C to room temperature, 8 h

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jo00031a017

Reference yield:

Methyl 4-bromo-1-methyl-2-methylthio-5-imidazolecarboxylate (108905-63-1) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-ol (108905-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LDA / 1) THF, hexanes, -78 deg C, 2) -19 to -15 deg C

2: 79 percent / NaBH₄ / tetrahydrofuran; propan-2-ol / a) 0 deg C to room temperature, overnight, b) 0 deg C to room temperature, 8 h

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jo00031a017

upstream raw materials:

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-one

2,5-dimethyl-pyrazine

Methyl 4-bromo-1-methyl-2-methylthio-5-imidazolecarboxylate

Downstream raw materials:

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethene