ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate
• CAS No.: 1160842-73-8
• Molecular Formula: C₁₇H₁₂Br₂Cl₂N₂O₂S
• Molecular Weight: 539.074
• Mol file: 1160842-73-8.mol

Synonyms:ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate

Chemical Property of ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate

There total 4 articles about ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate 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: 92.0%

5-(5-bromothiophen-2-yl)-1-(2,4-dichloro-phenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester (1013649-25-6) → ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate (1160842-73-8)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h; Reflux;

DOI:10.1021/jm401158e

Reference yield:

1-thiophen-2-yl-propan-1-one (13679-75-9) → ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate (1160842-73-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

2.1: ethanol / 22 h / 20 °C / Inert atmosphere

2.2: 24 h / Heating

3.1: N-Bromosuccinimide / acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; acetonitrile;

Reference yield:

1-(2,4-dichloro-phenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester (1013649-23-4) → ethyl 4-(bromomethyl)-5-(5-bromothiophene-2-yl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate (1160842-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; acetonitrile;

upstream raw materials:

5-(5-bromothiophen-2-yl)-1-(2,4-dichloro-phenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester

1-(2,4-dichloro-phenyl)-4-methyl-5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester

1-thiophen-2-yl-propan-1-one

lithium ethyl 3-methyl-2,4-dioxo-4-(thiophen-2-yl)butanonate

Downstream raw materials:

5-(5-bromothiophen-2-yl)-1-(2,4-dichlorophenyl)-4-ethyl-1H-pyrazole-3-carboxylic acid ethyl ester

4-(azidomethyl)-1-(2,4-dichlorophenyl)-N-(piperidin-1-yl)-5-(5-((4-(trifluoro methyl)phenyl)ethynyl)thiophen-2-yl)-1H-pyrazole-3-carboxamide

1-(2,4-dichlorophenyl)-4-((2,6-dimethylmorpholine-4-sulfonamido)methyl)-N-(piperidin-1-yl)-5-(5-((4-(trifluoromethyl)phenyl)ethynyl)thiophene-2-yl)-1H-pyrazole-3-carboxamide

4-((azepane-1-sulfonamido)methyl)-1-(2,4-dichlorophenyl)-N-(piperidin-1-yl)-5-(5-((4-(trifluoromethyl)phenyl)ethynyl)-thiophene-2-yl)-1H-pyrazole-3-carboxamide