2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine

Base Information

• Chemical Name: 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine
• CAS No.: 1333469-94-5
• Molecular Formula: C₂₆H₂₂N₄O₂
• Molecular Weight: 422.486
• Mol file: 1333469-94-5.mol

Synonyms:

Chemical Property of 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine

There total 4 articles about 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine 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:

C17H22BNO3 + 5-bromo-2-iodopyrimidine (183438-24-6) → 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine (1333469-94-5)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; methanol; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201100680

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine (1333469-94-5)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid; sodium iodide / tetrahydrofuran; water; tert-butyl alcohol / 1 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

4: caesium carbonate / 1,4-dioxane; methanol / 24 h / 100 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water; tert-butyl alcohol; 3: Masuda borylation reaction / 4: Suzuki coupling;

DOI:10.1002/ejoc.201100680

Reference yield:

tert-butyl 4-iodo-2-(4-methoxy-phenyl)-1H-pyrrole-1-carboxylate (1159581-63-1) → 2,5-bis(5-(4-methoxyphenyl)-1H-pyrrol-3-yl)pyrimidine (1333469-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

2: caesium carbonate / 1,4-dioxane; methanol / 24 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; triethylamine; In 1,4-dioxane; methanol; 1: Masuda borylation reaction / 2: Suzuki coupling;

DOI:10.1002/ejoc.201100680

upstream raw materials:

tert-butyl 4-iodo-2-(4-methoxy-phenyl)-1H-pyrrole-1-carboxylate

5-bromo-2-iodopyrimidine

4-methoxy-benzoyl chloride

2-(4-methoxyphenyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester