Production Method 1

36082-50-5

871254-61-4

Reaction Conditions

1.1 Reagents: Magnesate(1-), dichloro(1-methylethyl)-, lithium (1:1) Solvents: Tetrahydrofuran ;  2 h, -78 °C
1.2 -78 °C; 12 h, -42 °C
1.3 Reagents: Hydrochloric acid Solvents: Water

Reference

Discovery of novel dual extracellular regulated protein kinases (ERK) and phosphoinositide 3-kinase (PI3K) inhibitors as a promising strategy for cancer therapy

Zhang, Lingzhi; et al, Molecules, 2020, 25(23),

Production Method 2

13544-44-0

107-31-3

871254-61-4

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  -78 °C; 20 min, -78 °C
1.2 -78 °C; 10 min, -78 °C
1.3 Reagents: Sodium bisulfate Solvents: Water ;  -78 °C

Reference

Lewis Basicity Modulation of N-Heterocycles: A Key for Successful Cross-Metathesis

Lafaye, Kevin; et al, Organic Letters, 2014, 16(19), 4972-4975

2,4-Dichloropyrimidine-5-carbaldehyde Raw materials

• 2,4-Dichloro-5-iodopyrimidine
• Methyl formate
• 5-Bromo-2,4-dichloropyrimidine

2,4-Dichloropyrimidine-5-carbaldehyde Preparation Products

• 2,4-Dichloropyrimidine-5-carbaldehyde (871254-61-4)

• 1. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696
• 2. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 3. Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets?
  Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
• 4. Distinction of trans–cis photoisomers with comparable optical properties in multiple-state photochromic systems – examining a molecule with three azobenzenes via in situ irradiation NMR spectroscopy?
  Jonas Kind,Lukas Kaltschnee,Martin Leyendecker,Christina M. Thiele Chem. Commun., 2016,52, 12506-12509
• 5. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazines Halopyrimidines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Halopyrimidines

Professional Introduction to 2,4-Dichloropyrimidine-5-carbaldehyde (CAS No. 871254-61-4)

2,4-Dichloropyrimidine-5-carbaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 871254-61-4, is a significant intermediate in modern chemical synthesis, particularly in the pharmaceutical and agrochemical industries. This compound, characterized by its dichloropyrimidine core structure and aldehyde functional group, has garnered considerable attention due to its versatile reactivity and potential applications in drug discovery and material science.

The molecular structure of 2,4-Dichloropyrimidine-5-carbaldehyde consists of a pyrimidine ring substituted with two chlorine atoms at the 2- and 4-positions, and an aldehyde group at the 5-position. This unique configuration imparts distinct chemical properties that make it a valuable building block for synthesizing more complex molecules. The presence of both chloro and aldehyde substituents allows for diverse functionalization pathways, enabling chemists to tailor the compound for specific applications.

In recent years, 2,4-Dichloropyrimidine-5-carbaldehyde has been extensively studied for its role in the development of novel pharmaceuticals. Its structural features are particularly relevant in the synthesis of antiviral and anticancer agents. The pyrimidine scaffold is a common motif in many biologically active compounds, and modifications at the 2-, 4-, and 5-positions can significantly influence pharmacological activity. For instance, derivatives of this compound have shown promise in inhibiting certain enzymes involved in viral replication and tumor growth.

One of the most compelling aspects of 2,4-Dichloropyrimidine-5-carbaldehyde is its utility as a precursor in cross-coupling reactions. These reactions are fundamental in organic synthesis, allowing for the formation of carbon-carbon bonds that are essential for constructing complex molecular architectures. The aldehyde group at the 5-position can participate in condensation reactions with various nucleophiles, while the chloro substituents can be selectively displaced using palladium-catalyzed reactions. This dual reactivity makes it an indispensable tool for medicinal chemists seeking to develop new drug candidates.

Recent advancements in synthetic methodologies have further highlighted the importance of 2,4-Dichloropyrimidine-5-carbaldehyde. For example, transition-metal-catalyzed C-H activation techniques have enabled more efficient and selective functionalization of the pyrimidine ring. These methods have opened up new avenues for constructing heterocyclic compounds with tailored properties. Additionally, computational chemistry approaches have been employed to predict and optimize reaction pathways involving this intermediate, enhancing both efficiency and yield.

The agrochemical sector has also benefited from the use of 2,4-Dichloropyrimidine-5-carbaldehyde. Its derivatives have been explored as potential herbicides and fungicides due to their ability to interact with biological targets in plants. By modifying the substituents on the pyrimidine ring, researchers can fine-tune the activity of these compounds against specific pests or pathogens. This has led to the development of more effective and environmentally friendly agricultural solutions.

In conclusion, 2,4-Dichloropyrimidine-5-carbaldehyde (CAS No. 871254-61-4) represents a cornerstone in modern chemical synthesis. Its unique structural features and reactivity make it a versatile intermediate with broad applications across pharmaceuticals, agrochemicals, and materials science. As research continues to uncover new synthetic strategies and applications, this compound will undoubtedly remain a key player in advancing chemical innovation.

• 1780-36-5(2,4,6-Trichloro-5-methylpyrimidine)
• 50270-27-4(2,4,6-Trichloropyrimidine-5-carbaldehyde)
• 37131-89-8(2,4-Dichloropyrimidine-5-carboxylic acid)
• 77456-66-7(5-Pyrimidinecarbonyl chloride, 2,4,6-trichloro-)
• 848697-17-6(2-Amino-4-chloropyrimidine-5-carbaldehyde)
• 2972-52-3(2,4-Dichloropyrimidine-5-carbonyl chloride)
• 5305-40-8(4,6-Dichloropyrimidine-5-carbaldehyde)
• 14160-91-9(4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde)
• 1780-31-0(2,4-Dichloro-5-methylpyrimidine)
• 34171-40-9(2,4-Dichloro-5-ethylpyrimidine)