4-bromo-5-phenyl-2-Thiophenecarboxylic acid

Base Information

• Chemical Name: 4-bromo-5-phenyl-2-Thiophenecarboxylic acid
• CAS No.: 932841-57-1
• Molecular Formula: C₁₁H₇BrO₂S
• Molecular Weight: 283.145
• Mol file: 932841-57-1.mol

Synonyms:4-bromo-5-phenyl-2-Thiophenecarboxylic acid

Chemical Property of 4-bromo-5-phenyl-2-Thiophenecarboxylic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-5-phenyl-2-Thiophenecarboxylic acid

There total 5 articles about 4-bromo-5-phenyl-2-Thiophenecarboxylic acid 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:

4,5-Dibromo-thiophene-2-carboxylic acid (6324-10-3) + phenylboronic acid (98-80-6) → 4-bromo-5-phenyl-2-thiophenecarboxylic acid (932841-57-1)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 80 ℃; for 12h;

Reference yield:

ethyl 5-phenylthiophene-2-carboxylate (19282-39-4) → 4-bromo-5-phenyl-2-thiophenecarboxylic acid (932841-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; zinc(II) chloride; bromine / 1 h / 60 °C

2: sodium hydroxide / ethanol / 0.5 h / Reflux

With bromine; acetic acid; sodium hydroxide; zinc(II) chloride; In ethanol;

DOI:10.1021/acs.orglett.1c02447

Reference yield:

ethyl 5-bromothiophene-2-carboxylate (5751-83-7) → 4-bromo-5-phenyl-2-thiophenecarboxylic acid (932841-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; palladium dichloride / water; ethanol / 0.03 h / 60 °C

2: acetic acid; zinc(II) chloride; bromine / 1 h / 60 °C

3: sodium hydroxide / ethanol / 0.5 h / Reflux

With bromine; potassium carbonate; acetic acid; sodium hydroxide; palladium dichloride; zinc(II) chloride; In ethanol; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.orglett.1c02447

upstream raw materials:

4,5-Dibromo-thiophene-2-carboxylic acid

phenylboronic acid

ethyl 5-phenylthiophene-2-carboxylate

ethyl 5-bromothiophene-2-carboxylate

Downstream raw materials:

5-phenyl-4-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-thiophenecarboxylic acid

Refernces

• 1、 -. "INHIBITORS OF Akt ACTIVITY". Page/Page column 160-161. . Retrieved 2010/11/27.