149806-06-4

Basic information

• Product Name: 2-Bromopyridine-5-carbaldehyde
• Synonyms: 2-BROMO-5-FORMYLPYRIDINE;2-BROMOPYRIDINE-5-CARBALDEHYDE;2-BROMOPYRIDINE-5-CARBOXALDEHYDE;2-BROMO-5-PYRIDINECARBOXALDEHYDE;6-BROMONICOTINALDEHYDE;6-BROMO-PYRIDINE-3-CARBALDEHYDE;6-BROMOPYRIDINE-3-CARBOXALDEHYDE;6-BROMO-3-PYRIDINECARBOXALDEHYDE
• CAS NO: 149806-06-4
• Molecular Formula: C₆H₄BrNO
• Molecular Weight: 186.01
• EINECS: 1312995-182-4
• Product Categories: Pyridine;Carbonyl Compounds;Heterocycles;pharmacetical;Aldehydes;Pyridines;Aldehyde;Building Blocks;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridine Series;C1 to C6;C5 to C6;C6 to C7;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Organic Building Blocks;Heterocycle-Pyridine series
• Mol File: 149806-06-4.mol

Chemical Properties

• Melting Point: 104-110 °C(lit.)
• Boiling Point: 284°
• Flash Point: 125.6 °C
• Appearance: Pale yellow/Solid
• Density: 1.683
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Soluble in dichloromethane, ether, ethyl acetate and methanol.
• PKA: -1.01±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-Bromopyridine-5-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromopyridine-5-carbaldehyde(149806-06-4)
• EPA Substance Registry System: 2-Bromopyridine-5-carbaldehyde(149806-06-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 149806-06-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromopyridine-5-carbaldehyde is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows for further chemical modifications and functionalization, making it a valuable building block in the synthesis of novel drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Bromopyridine-5-carbaldehyde serves as a versatile intermediate for the preparation of a wide range of organic compounds. Its reactivity can be exploited in various chemical reactions, such as the Wittig reaction, to produce alkenes, or hydrodehalogenation to generate alcohols.
Used in Research and Development:
2-Bromopyridine-5-carbaldehyde is also utilized in research and development settings, where it can be employed to study the effects of structural modifications on the properties and reactivity of pyridine-based compounds. This knowledge can be applied to design and develop new molecules with specific functions and applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C6H4BrNO/c7-6-2-1-5(4-9)3-8-6/h1-4H

Upstream product

• 6311-35-9 6-bromonicotinic acid 
• 154321-17-2 2-bromo-5-(dimorpholinomethyl)pyridine 
• 624-28-2 2,5-dibromopyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 32117-82-1 N-methoxy-N-methyl-formamide 
• 154321-32-1 2-bromo-5-(dibromomethyl) pyridine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 693-04-9 butyl magnesium bromide 
• 1068-55-9 isopropylmagnesium chloride 
• 73290-22-9 2-bromo-5-iodo-pyridine 
• 107-31-3 Methyl formate 
• 50-00-0 formaldehyd 
• 101990-45-8 2-bromo-5-bromomethylpyridine 

Downstream Products

• 1025938-75-3 (6-bromo-pyridin-3-yl)-(2-dimethoxymethyl-4,5-dimethoxy-phenyl)-methanol 
• 220904-17-6 2-bromo-5-[1,3]dioxolan-2-yl-pyridine 
• 63056-20-2 2-phenyl-5-pyridinecarboxaldehyde 
• 122306-01-8 2-bromo-5-(hydroxymethyl)pyridine 
• 844495-45-0 5-(5-formylpyridin-2-yl)thiophene-2-carboxylic acid 
• 960591-48-4 C₁₃H₁₁BrN₂O₂ 
• 918305-33-6 3-(6-bromo-pyridin-3-yl)-acrylic acid methyl ester 
• 53014-84-9 2-methyl-5-formylpyridine 
• 1005327-66-1 6-ethylnicotinaldehyde 
• 143142-34-1 6-propylnicotinaldehyde 
• 364793-93-1 4-((6-bromopyridin-3-yl)methyl)morpholine 
• 862476-03-7 N-(6-bromopyridin-3-yl)-N-methyl(phenyl)methanamine 
• 890032-76-5 C₂₂H₁₉BrCl₃N₃ 
• 898405-21-5 6-(3-Trifluoromethyl-phenyl)-pyridine-3-carbaldehyde 

Relevant articles and documents

The Role of Substituent Effects in Tuning Metallophilic Interactions and Emission Energy of Bis-4-(2-pyridyl)-1,2,3-triazolatoplatinum(II) Complexes

The photoluminescence spectra of a series of 5-substituted pyridyl-1,2,3-triazolato PtII homoleptic complexes show weak emission tunability (ranging from λ=397-408 nm) in dilute (10-6 M) ethanolic solutions at the monomer level and strong tunability in concentrated solutions (10-4 M) and thin films (ranging from λ=487-625 nm) from dimeric excited states (excimers). The results of density functional calculations (PBE0) attribute this "turn-on" sensitivity and intensity in the excimer to strong Pt-Pt metallophilic interactions and a change in the excited-state character from singlet metal-to-ligand charge transfer (1MLCT) to singlet metal-metal-to-ligand charge transfer (1MMLCT) emissions in agreement with lifetime measurements. Turn-on tunability: A series of bis-4-(2-pyridyl)-1,2,3-triazolatoplatinum(II) complexes display variable emission tunability. At low concentration, the emission can be tuned only slightly by changing the nature of the substituent but at higher concentrations tunability is enhanced. This "turn-on" sensitivity in the excimeric emission is attributed to strong Pt-Pt metallophilic interactions and a change in the excited-state character.

Synthesis of multitopic bidentate ligands based on alternating pyridine and pyridazine rings

A synthetic route based on Stille coupling between tributyltinpyridyl derivatives and chloropyridazines is used for the synthesis of ditopic bidentate ligands 8, 9 and 10. This methodology can be extended for the synthesis of a linear tetradentate ligand 11 with four pyridine and two pyridazine rings.

Self-assembled porphyrin-based cage complexes, M11L6 (M = ZnII, CdII), with inner coordination sites in their crystal structure

Herein we report self-assembled metallo-cage complexes, M11(L1)6 (M = ZnII, CdII), formed from 4-fold-symmetric ZnII-porphyrin-centered tetrakis-meso-(5¤-methyl-2,2¤-bipyridyl) ligands. The structures of these two D3-symmetric cages have been characterized by 1D and 2D NMR, ESI-MS, and XRD analyses. A common structural feature of these complexes is their inner molecular binding site at the axial position of each square-pyramidal ZnII-porphyrin in the crystal structure, which would provide a method to place molecular coordination sites inside or outside the cage complex with the minimum chemical modification.

Preparation method of 2-bromo-5-aldehyde pyridine

The invention relates to a preparation method of 2-bromo-5-aldehyde pyridine, and the method comprises the following steps: 1) dissolving 2, 5-dibromo pyridine in a solvent A, adding a Grignard reagent, and carrying out a Grignard exchange reaction; 2) adding DMF until the reaction is finished to obtain the 2-bromo-5-aldehyde pyridine. The preparation method disclosed by the invention is simple and mild in process conditions and low in preparation cost, and the prepared target product is high in yield and purity and suitable for industrial large-scale production.

NOVEL COMPOUNDS FOR INHIBITION OF JANUS KINASE 1

An object of the invention is to provide compounds as selective JAK1 inhibitor, a process for preparation of the inhibitors, a composition containing the compounds and utility of the compounds.

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.

PISTON FOR AN INTERNAL COMBUSTION ENGINE AND METHOD FOR PRODUCING THE PISTON FOR AN INTERNAL COMBUSTION ENGINE

The present invention relates to compounds of general formula (I), wherein A represents an optionally substituted heterocycle group, B represents an aryl or heteroaryl group and wherein X, R1, R2, R3, R4 and R5 are as defined in the description. Compounds of formula (I) are useful to destroy, inhibit, or prevent the growth or spread of cells, especially malignant cells, into surrounding tissues implicated in a variety of human and animal diseases.

Preparation method of 2-bromine-5-formylpyridine

The invention relates to the field of fine chemical industry and particularly relates to a preparation method of 2-bromine-5-formylpyridine. The preparation method comprises the following steps: (1) performing an oxidation reaction; (2) performing a bromination reaction. In the preparation method provided by the invention, 2-chlorine-5-chloromethyl pyridine is taken as a raw material, and the 2-bromine-5-formylpyridine is prepared by two steps of reactions: the oxidation reaction and the bromination reaction, so that the method is simple in technological operation, mild and safe in reaction conditions, low in cost of the raw material, high in reaction conversion rate, high in yield and easy in extraction of a product, therefore, the method is more suitable for safe industrial production and has greater implementation value and social and economic benefits.

2-bromo-5-formyl-pyridine preparation method

The invention relates to the field of fine chemical engineering, in particular to a 2-bromo-5-formyl-pyridine preparation method. The method includes steps: 1) subjecting 2-chloro-5-chloromethylpyridine to bromination reaction in presence of a bromination reagent to obtain 2-bromo-5-bromomethylpyridine; 2) subjecting 2-bromo-5-bromomethylpyridine to oxidation reaction under action of an oxidation reagent and alkali metal salt to obtain 2-bromo-5-formyl-pyridine. According to the preparation method, 2-bromo-5-formyl-pyridine is prepared from 2-chloro-5-chloromethylpyridine through a two-step reaction of bromination and oxidation, technical simplicity in operation, safe and mild reaction conditions, low raw material cost, high reaction conversion rate, high yield and easiness in product extraction are realized. Therefore, the method is suitable for industrial safety production and high in implementation value and social economical benefits.

Spin-dimer networks: Engineering tools to adjust the magnetic interactions in biradicals

Magneto-structural correlations in stable organic biradicals have been studied on the example of weakly exchange coupled models with nitronyl nitroxide and imino nitroxide spin-carrying entities. Here, heteroatom substituted 2,2′-diaza- and 3,3′-diaza-tolane bridged biradicals were compared with the hydrocarbon analogue, while a biphenyl model with its 2,2′-bipyridine counterpart. For a 3,3′-diazatolane bridge the torsional angle between the nitronyl nitroxides and the pyridyl rings increased heavily (～52-54°) leading to a smaller theoretical intra-dimer exchange coupling value. However, a very large antiferromagnetic coupling was obtained experimentally. This could be appropriately explained by the presence of dominating inter-dimer exchange between the molecules. For the bis(imino nitroxide) with tolane bridge a field induced ordered state between 1.8 to 4.3 T in AC-susceptibility measurements was observed. In terms of a Bose Einstein condensate (BEC) of triplons this phenomenon could be described as a magnetic field induced ordered phase with 3D character.