1184172-35-7

Basic information

• Product Name: 2,6-difluoro-4-methoxypyridine
• Synonyms: 2,6-difluoro-4-methoxypyridine
• CAS NO: 1184172-35-7
• Molecular Formula: C6H5F2NO
• Molecular Weight: 145.1068064
• Mol File: 1184172-35-7.mol

Chemical Properties

• Boiling Point: 70-72 °C(Press: 10 Torr)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• Refractive Index: 1.6100
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -4.79±0.10(Predicted)
• CAS DataBase Reference: 2,6-difluoro-4-methoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-difluoro-4-methoxypyridine(1184172-35-7)
• EPA Substance Registry System: 2,6-difluoro-4-methoxypyridine(1184172-35-7)

Safety Data

• Hazardous Substances Data: 1184172-35-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-difluoro-4-methoxypyridine serves as a key building block in the synthesis of various pharmaceuticals. Its unique structure and reactivity allow for the creation of new drug molecules with potential therapeutic applications. 2,6-difluoro-4-methoxypyridine's ability to participate in a range of chemical reactions facilitates the development of diverse medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 2,6-difluoro-4-methoxypyridine is utilized as a fundamental component in the production of pesticides and other crop protection agents. Its incorporation into these products can enhance their effectiveness and selectivity, contributing to improved agricultural yields and pest management strategies.
Used in Organic Synthesis:
As a versatile intermediate, 2,6-difluoro-4-methoxypyridine is employed in organic synthesis for the preparation of a wide array of chemical compounds. Its capacity to engage in substitution and coupling reactions makes it an essential tool for chemists working on the development of new organic molecules with specific properties and applications.
Used in Heterocyclic Compound Preparation:
2,6-difluoro-4-methoxypyridine also plays a crucial role in the synthesis of heterocyclic compounds, which are important in various areas of chemistry, including pharmaceuticals, materials science, and agrochemicals. Its presence in these syntheses can lead to the creation of novel heterocyclic structures with unique chemical and biological properties.

Upstream product

• 3512-17-2 2,4,6-trifluoropyridine 
• 124-41-4 sodium methylate 
• 2693-59-6 3,5-dichloro-4-methoxy-2,6-difluoropyridine 
• 1737-93-5 3,5-dichloro-2,4,6-trifluoropyridine 
• 67-56-1 methanol 

Downstream Products

• 197717-50-3 2,6-difluoropyridin-4-ol 

Relevant articles and documents

Thermal conversion of a pyridine-bridged bisdithiazolyl radical to a zwitterionic bisdithiazolopyridone

The methoxy-substituted bis-1,2,3-dithiazolyl radical 4a thermally decomposes to afford the zwitterionic bis-1,2,3-dithiazolopyridone 5a; EPR spectroscopic analysis indicates a rearrangement of the radical prior to loss of the methyl group.

Highly active electrocatalytic CO2 reduction with manganese N-heterocyclic carbene pincer by para electronic tuning

Electronic tuning by para substitutions was explored to achieve a highly active manganese N-heterocyclic carbene pincer complex for the selective electrocatalytic reduction of CO2 to CO. [MnCNCOMe]BF4 (L2-Mn) bearing an electron-donating group (–OMe) showed high activity with 63 × catalytic current enhancement, average Faradaic efficiency of 104%, and a TOFmax value of 26,127 s?1, which is 127 times higher than that of unsubstituted [MnCNCH]Br (L1-Mn) reported previously. In contrast, the electron-withdrawing group (–COOMe) in [MnCNCCOOMe]PF6 (L3-Mn) inhibited the electrocatalytic activity. Ambient Br?nstic acid, however, suppressed the activity of L2-Mn probably due to the protonation of the –OMe group. These findings indicate a potential electronic tuning strategy to improved manganese N-heterocyclic carbene catalysts for CO2 reduction.

NOVEL TETRAHYDROPYRIDOPYRIMIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

The present invention provides novel compounds having the general formula: wherein R1, R2 and R3 are as described herein, compositions including the compounds and methods of using the compounds.

TETRAHYDROPYRIDOPYRIMIDINES AND TETRAHYDROPYRIDOPYRIDINES AS INHIBITORS OF HBSAG (HBV SURFACE ANTIGEN) AND HBV DNA PRODUCTION FOR THE TREATMENT OF HEPATITIS B VIRUS INFECTIONS

The present invention provides tetrahydropyridopyrimidines and tetrahydropyridopyridines having the general formula (I) wherein R1, R2, U, W, X, Y and Z are as described herein, as inhibitors of HBsAg (HBV surface antigen) and HBV DNA production for the treatment and prophylaxis of hepatitis B virus infections.

NOVEL TETRAHYDROPYRIDOPYRIMIDINES AND TETRAHYDROPYRIDOPYRIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

The invention provides novel compounds having the general formula (I): wherein R1, R2, R3, Q, U,W, Z, X and Y are as described herein, compositions including the compounds and methods of using the compounds. These compounds are HbsAg inhibitors and are useful as medicaments for the treatment or prophylaxis of HBV infection.

Design and synthesis of fluorinated iron chelators for metabolic study and brain uptake

A range of fluorinated 3-hydroxypyridin-4-ones has been synthesized where fluorine or fluorinated substituent was attached at 2- or 5- position of the pyridine ring in order to improve chemical and biological properties of 3-hydroxypyridin-4-ones. The synthetic route is different from conventional counterparts where a functional group is introduced to a preformed 3-hydroxypyridin-4-one ring. Herein, we introduce a novel method which starts with a fluorine containing precursor and the two hydroxyl groups at 3- and 4- positions of the pyridine ring are introduced at a later stage. The pK a values of the free ligands and the affinity constants of their iron complexes demonstrate that the presence of fluorine dramatically alters the values. The distribution coefficient values of the free ligands and corresponding iron(III) complexes between 1-octanol and MOPS buffer (pH 7.4) are also influenced. Glucuronidation and oxidation studies of selected fluorinated 3-hydroxypyridin-4-ones demonstrate that some such fluorinated compounds have clear advantage over deferiprone in that they are metabolized more slowly. Blood-brain barrier permeability studies indicated that although lipophilicity influences the permeability it is not the only factor. Two of the selected seven fluorinated 3-hydroxypyridin-4-ones have improved brain distribution when compared with deferiprone.

FLUORINATED PYRIDIN-4-0NES

Metal chelating compounds of formula (I) are provided: or tautomers thereof or a pharmaceutically acceptable salt of either characterised in that R1 is selected from the group H and C1-6 alkyl R2, R4 and R5 are independently selected from the group H, C1-6 alkyl, Cl, F, -CHF2, CF3, -C(O)CF3, -CH(OH)CF3 and R6 R3 is selected from the group H, C1-6 alkyl and C1-6 acyl R6 is a group -C(O)-N(R7)(R8) R7 is selected from H and C1-6 alkyl and R8 is selected from H, C1-6 alkyl and a group -CH(R9CO)-N(R10XR11 ). R9 and R10 are independently selected from H, C1-6 alkyl and C1-10 aralkyl and R11 is selected from H and C1-6 alkyl, or R10 and R11 together with the nitrogen to which they are bonded form a 3-8 membered heterocyclic ring wherein at least one of R2, R4 and R5 is F. The compounds of the invention have reduced susceptibility to glucuronidation and microsomal oxidation as compared to current clinical compounds of the same class but in preferred forms have lower molecular weight and have blood brain barrier permeability.

Mechanisms for Reactions of Halogenated Compounds. Part 3. Variation in Activating Influence of Halogen Substituents in Nucleophilic Aromatic Substitution

Rate constants are reported for reactions of polyhalogeno-pyridines and -benzenes with sodium methoxide in methanol.Relative activating effects of individual fluorine and chlorine atoms at positions ortho, meta, and para to the reaction site are determined and compared with orders determined from reactions involving ammonia in aqueous dioxan.The results are remarkably similar.Additional support is provided for earlier explanations of the activating effects of ortho-fluorine and -chlorine.Activation parameters, determined for reactions of polyhalogenepyridines with ammonia in aqueous dioxan, clearly demonstrate that differences in reactivity along the series arise mainly from changes in activation energy.