4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine

Base Information

• Chemical Name: 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine
• CAS No.: 1030380-51-8
• Molecular Formula: C37H26N6
• Molecular Weight: 554.654
• Mol file: 1030380-51-8.mol

Synonyms:B4PYMPM;

Chemical Property of 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine

Chemical Property:

• Boiling Point: 741.0±55.0 °C(Predicted)
• PKA: 4.92±0.10(Predicted)
• PSA: 77.34000
• Density: 1.214±0.06 g/cm3(Predicted)
• LogP: 8.36700

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,6-Bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: B4PymPm is?an isomer to?B2PymPm and?B3PymPm. It has a 2-methylpyrimidine core structure with four pyridine pendants. It is electron-deficient and can be used in OLEDs and photovoltaics (e.g. perovskite solar cells) as an electron-transporting or hole-blocking layer material.

Technology Process of 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine

There total 4 articles about 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine 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: 77.0%

C17H12Cl4N2 + 4-pyridineboronic acid pinacol ester (181219-01-2) → 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine (1030380-51-8)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; water; for 24h; Inert atmosphere; Reflux;

Reference yield:

(3,5-dichlorophenyl)boronic acid (67492-50-6) → 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine (1030380-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 6 h / 60 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate; tricyclohexylphosphine / 1,4-dioxane; water / 30 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; tricyclohexylphosphine; In 1,4-dioxane; water; acetonitrile; 1: Suzuki-Miyaura coupling reaction / 2: Suzuki-Miyaura coupling reaction;

DOI:10.1002/adfm.201001252

Reference yield:

2,4-dichloro-2-methylpyrimidine (1780-26-3) → 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine (1030380-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 6 h / 60 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate; tricyclohexylphosphine / 1,4-dioxane; water / 30 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; tricyclohexylphosphine; In 1,4-dioxane; water; acetonitrile; 1: Suzuki-Miyaura coupling reaction / 2: Suzuki-Miyaura coupling reaction;

DOI:10.1002/adfm.201001252

upstream raw materials:

2,4-dichloro-2-methylpyrimidine

4,6-bis(3,5-dichlorophenyl)-2-methylpyrimidine

4-pyridineboronic acid pinacol ester

(3,5-dichlorophenyl)boronic acid

Refernces

• 1、 Sasabe, Hisahiro,Tanaka, Daisaku,Yokoyama, Daisuke,Chiba, Takayuki,Pu, Yong-Jin,Nakayama, Ken-Ichi,Yokoyama, Masaaki,Kido, Junji. "Influence of substituted pyridine rings on physical properties and electron mobilities of 2-methylpyrimidine skeleton-based electron transporters". . p. 336 - 342. Retrieved 2011/12/15.