56598-46-0

Basic information

• Product Name: 5,5'-Bipyrimidine
• Synonyms: 5,5'-Bipyrimidine
• CAS NO: 56598-46-0
• Molecular Formula: C₈H₆N₄
• Molecular Weight: 158.16004
• Mol File: 56598-46-0.mol

Chemical Properties

• Melting Point: 196-197 °C
• Boiling Point: 349.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.239±0.06 g/cm3(Predicted)
• PKA: 1.51±0.10(Predicted)
• CAS DataBase Reference: 5,5'-Bipyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5'-Bipyrimidine(56598-46-0)
• EPA Substance Registry System: 5,5'-Bipyrimidine(56598-46-0)

Safety Data

• Hazardous Substances Data: 56598-46-0(Hazardous Substances Data)

Upstream product

• 4595-59-9 5-bromopyrimidine 
• 492-97-7 2,2'-Bithiophene 
• 825-55-8 2-phenylthiophene 
• 107658-27-5 pyridin-3-yl trifluoromethanesulfonate 
• 1692-25-7 3-pyridylboronic acid 

Relevant articles and documents

A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates

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Microwave-assisted palladium-catalyzed C-C coupling versus nucleophilic aromatic substitution of hydrogen (SNH) in 5-bromopyrimidine by action of bithiophene and its analogues

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Tetraphosphine/palladium-catalyzed Suzuki-Miyaura coupling of heteroaryl halides with 3-pyridine- and 3-thiopheneboronic acid: An efficient catalyst for the formation of biheteroaryls

An easily prepared tetraphosphine N,N,N′,N′- tetra(diphenylphosphinomethyl)-1,2-ethylenediamine (L1) associated with [Pd(η3-C3H5)Cl]2 affords an efficient catalyst for Suzuki-Miyaura coupling of 3-pyridineboronic acid with heteroaryl bromides. Reaction could be performed with as little as 0.02 mol% catalyst and a high turnover number of 2500 is obtained. A wide range of substrates is investigated with satisfactory yields, and good compatibility with aminogroup-substituted pyridines and unprotected indole is exhibited. This protocol can also be applied successfully to the reaction of heteroaryl bromides with 3-thiopheneboronic acid. This Pd-tetraphosphine catalyst efficiently restrains the poisoning effect from heteroaryls, and shows good stability and longevity. Copyright 2013 John Wiley & Sons, Ltd. An easily prepared tetraphosphine L1 was successfully used in Pd catalyzed Suzuki reaction of heteroaryl bromides with 3-pyridineboronic acid. A high turnover number of 2 500 was achieved and a wide range of heteroaryl halides including aminopyridines and indole was tolerated. With this protocol the coupling of 3-thiopheneboronic acid with heteroaryl bromides could also proceed in good yields. This catalyst system efficiently restrained poisoning effect from heteroaryls, and exhibited good stability and longevity. Copyright