2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole

Base Information

• Chemical Name: 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole
• CAS No.: 1262778-36-8
• Molecular Formula: C₁₂H₈BrNOS
• Molecular Weight: 294.172
• Mol file: 1262778-36-8.mol

Synonyms:2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole

Chemical Property of 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole

There total 4 articles about 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole 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: 59.0%

4-(3-methoxyphenyl)ethynyl(thiazol)-2-amine (1262778-29-9) → 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole (1262778-36-8)

Guidance literature:

With n-Butyl nitrite; copper(I) bromide; In acetonitrile; at 20 - 60 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/jm101430m

Reference yield:

4-(trimethylsilylethynyl)-2-thiazolylamine (329203-88-5) → 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole (1262778-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran; 2-Methyl-1,2-propanediol / 80 °C / Inert atmosphere

2: n-Butyl nitrite; copper(I) bromide / acetonitrile / 20 - 60 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-Butyl nitrite; tetrabutyl ammonium fluoride; triethylamine; copper(I) bromide; In tetrahydrofuran; 2-Methyl-1,2-propanediol; acetonitrile; 1: Sonogashira coupling;

DOI:10.1021/jm101430m

Reference yield:

3-methoxy-1-iodobenzene (766-85-8) → 2-bromo-4-((3-methoxyphenyl)ethynyl)thiazole (1262778-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran; 2-Methyl-1,2-propanediol / 80 °C / Inert atmosphere

2: n-Butyl nitrite; copper(I) bromide / acetonitrile / 20 - 60 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-Butyl nitrite; tetrabutyl ammonium fluoride; triethylamine; copper(I) bromide; In tetrahydrofuran; 2-Methyl-1,2-propanediol; acetonitrile; 1: Sonogashira coupling;

DOI:10.1021/jm101430m

upstream raw materials:

4-(trimethylsilylethynyl)-2-thiazolylamine

4-(3-methoxyphenyl)ethynyl(thiazol)-2-amine

3-methoxy-1-iodobenzene

Downstream raw materials:

2-fluoro-4-((3-methoxyphenyl)ethynyl)thiazole