16744-81-3

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Methoxypicolinaldehyde is used as a building block for the synthesis of various pharmaceuticals and bioactive compounds. Its chemical robustness and aromatic quality make it a valuable component in the creation of new and effective medications.
Used in Organic Synthesis:
In the field of organic synthesis, 4-Methoxypicolinaldehyde is used as a key intermediate for the production of a wide range of chemical compounds. Its versatility in reactions allows for the development of new and innovative organic molecules with potential applications in various industries.

InChI:InChI=1/C7H7NO2/c1-10-7-2-3-8-6(4-7)5-9/h2-5H,1H3

Upstream product

• 16665-38-6 4-methoxy-2-(hydroxymethyl)pyridine 
• 931-19-1 2-methylpyridine N-oxide 
• 6890-60-4 4-methoxy-2-methylpyridine 1-oxide 
• 29681-43-4 methyl 4-methoxypicolinate 
• 63071-10-3 (4-chloropyridin-2-yl)methanol 
• 24484-93-3 4-Chloro-pyridine-2-carboxylic acid methyl ester 
• 16665-37-5 (4-methoxypyridin-2-yl)methyl acetate 
• 98-98-6 2-Picolinic acid 
• 82153-31-9 4-Acetoxy-2-acetoxymethylpyridine 
• 5470-66-6 2-methyl-4-nitropyridine N-oxide 
• 98197-88-7 4-nitro-2-(hydroxymethyl)pyridine 
• 109-06-8 α-picoline 

Downstream Products

• 87838-46-8 C₁₄H₁₅N₃O₃S 
• 16665-38-6 4-methoxy-2-(hydroxymethyl)pyridine 
• 608880-66-6 C₂₂H₂₂N₄O₂ 
• 608880-57-5 C₂₀H₁₈N₄O 
• 1391984-40-9 2-(2-(difluoroboryl)biphenyl-3-yl)-4-methoxypyridine 
• 1384956-08-4 (E)-7-(1,2-diphenylvinyl)-5-methoxy-[1,2,3]triazolo[1,5-a]pyridine 
• 1426946-33-9 N¹,N²-dibenzyl-N¹,N²-bis((4-methoxypyridin-2-yl)methyl)ethane-1,2-diamine 
• 29082-99-3 (4-methoxypyridin-2-yl)(phenyl)methanol 
• 1280226-34-7 1-(4-methoxypyridin-2-yl)-2-phenylethanol 
• 1280226-74-5 (R)-1-(4-methoxypyridin-2-yl)but-3-en-1-yl (R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-83-6 (R)-1-((R)-1-allyl-4-oxo-1,2,3,4-tetrahydropyridin-2-yl)but-3-en-1-yl (R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-81-4 1-(1-allyl-4-oxo-1,2,3,4-tetrahydropyridin-2-yl)but-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-73-4 1-(4-methoxypyridin-2-yl)but-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUND, APPLICATION THEREOF, AND COMPOSITION CONTAINING SAME

A heterocyclic compound represented by formula XI, a pharmaceutically acceptable salt, a solvate, or a solvate of a pharmaceutically acceptable salt thereof, use thereof, and a composition containing the same. The compound is novel in structure and has good STAT5 inhibitory activity.

DINUCLEATING LIGAND OR DINUCLEAR METAL COMPLEX

To provide a dinuclear metal complex that can be synthesized simply and easily and has a proper anticancer action.SOLUTION: The present disclosure provides a dinucleating ligand represented by the following formula (I) and a dinuclear metal complex thereof (where each X may be the same or different to represent H, Cl, OMe, or, Me, Y is H, a phenyl group, a substituted carbamoyl group or the like).SELECTED DRAWING: None

NOVEL MORPHOLINE DERIVATIVE OR SALT THEREOF

There is provided a morpholine derivative represented by General Formula [1A] or a salt thereof. (In the formula, a ring A represents a ring represented by General Formula [I]; * represents a bonding position; Z2 represents CH or the like; Z1 represents CR6 or the like; R6 represents a hydrogen atom or the like; X1 represents CHR7 or the like; R7 represents a hydrogen atom or the like; X2 represents CH2 or the like; R1 and R2 are the same as or different from each other, and each of R1 and R2 represents a hydrogen atom or the like; R3, R4, and R5 are the same as or different from each other, and each of R3, R4, and R5 represents a hydrogen atom, NRaRb, or the like; and each of Ra and Rb represents a hydrogen atom, a C1-8 alkyl group which may have a substituent, or the like.)

C-H bond oxidation catalyzed by an imine-based iron complex: A mechanistic insight

A family of imine-based nonheme iron(II) complexes (LX)2Fe(OTf)2 has been prepared, characterized, and employed as C-H oxidation catalysts. Ligands LX (X = 1, 2, 3, and 4) stand for tridentate imine ligands resulting from spontaneous condensation of 2-pycolyl-amine and 4-substituted-2-picolyl aldehydes. Fast and quantitative formation of the complex occurs just upon mixing aldehyde, amine, and Fe(OTf)2 in a 2:2:1 ratio in acetonitrile solution. The solid-state structures of (L1)2Fe(OTf)(ClO4) and (L3)2Fe(OTf)2 are reported, showing a low-spin octahedral iron center, with the ligands arranged in a meridional fashion. 1H NMR analyses indicate that the solid-state structure and spin state is retained in solution. These analyses also show the presence of an amine-imine tautomeric equilibrium. (LX)2Fe(OTf)2 efficiently catalyze the oxidation of alkyl C-H bonds employing H2O2 as a terminal oxidant. Manipulation of the electronic properties of the imine ligand has only a minor impact on efficiency and selectivity of the oxidative process. A mechanistic study is presented, providing evidence that C-H oxidations are metal-based. Reactions occur with stereoretention at the hydroxylated carbon and selectively at tertiary over secondary C-H bonds. Isotopic labeling analyses show that H2O2 is the dominant origin of the oxygen atoms inserted in the oxygenated product. Experimental evidence is provided that reactions involve initial oxidation of the complexes to the ferric state, and it is proposed that a ligand arm dissociates to enable hydrogen peroxide binding and activation. Selectivity patterns and isotopic labeling studies strongly suggest that activation of hydrogen peroxide occurs by heterolytic O-O cleavage, without the assistance of a cis-binding water or alkyl carboxylic acid. The sum of these observations provides sound evidence that controlled activation of H2O2 at (LX)2Fe(OTf)2 differs from that occurring in biomimetic iron catalysts described to date.

Design of coordination interaction of Zn(II) complex with oligo-aspartate peptide to afford a high-affinity tag-probe pair

A complementary recognition pair consisting of a genetically encodable peptide tag and a small molecular probe isa powerful tool to specifically label and manipulate a protein ofinterest under biological conditions. In this study, we report the redesign of a tag-probe pair comprising an oligo-aspartate peptide tag (such as DDDD) and a binuclear zinc complex. Isothermal-titration calorimetry screening of binding between the series of peptides and zinc complexes revealed that the binding affinity was largely influenced by subtle changes of the ligand structure of the probe. However, the binding was tolerant to differences of the tag peptide sequence. Of those tested, a pair containing a peptide tag (DDAADD) and a binuclear zinc complex possessing 4-chloropyridines (3-2Zn(II)) showed the strongest binding affinity (Ka = 3.88 × 105 M-1), which was about 10-fold larger than the conventional pair of D4-peptide tag (DDDD) and 1-2Zn(II) containing nonsubstituted pyridines (Ka = 3.73 × 104 M-1). The strong binding of this new complementary recognition pair enabled the rapid covalent labeling of a tag-fused maltose binding protein with a fluorescent zinc complex, demonstrating its potential utility in protein analysis.

Tuning of the properties of transition-metal bispidine complexes by variation of the basicity of the aromatic donor groups

Bispidines (3,7-diazabicyclo[3.3.1]nonanes) as very rigid and highly preorganized ligands find broad application in the field of coordination chemistry, and the redox potentials of their transition-metal complexes are of importance in oxidation reactions by high-valent iron complexes, aziridination catalyzed by copper complexes, and imaging by 64Cu positron emission tomography tracers. Here, we show that the redox potentials and stability constants of the copper(II) complexes of 15 tetradentate bispidines can be varied by substitution of the pyridine rings (variation of the redox potential over ca. 450 mV and of the complex stability over approximately 10 log units). It is also shown that these variations are predictable by the pKa values of the pyridine groups as well as by the Hammett parameters of the substituents, and the density functional theory based energy decomposition analysis also allows one to accurately predict the redox potentials and concomitant complex stability. It is shown that the main contribution emerges from the electrostatic interaction energy, and the partial charges of the pyridine donor groups therefore also correlate with the redox potentials.

Intramolecular hydride addition to pyridinium salts: New routes to enantiopure dihydropyridones

The transformation of a simple disubstituted pyridine into a pyridinium ion bearing an exocyclic hydroxyl group, protected as a silane, enabled an intramolecular hydride transfer reaction to take place when fluoride was used as a nucleophile. The addition

PYRIMIDINE DERIVATIVES AND THEIR USE AS MODULATORS OF FGFR ACTIVITY

There is provided pyrimidine compounds of formula 1: or pharmaceutical salts thereof. There is al so provided processes for their preparation, pharmaceutical compositions containing them, a process for preparing the pharmaceutical compositions, and their use in therapy, for exampl e in the treatment of proliferative disease such as cancer and particular ly in disease mediated by a FGFR inhibitory effect.

ISOUREAS AND ISOTHIOUREAS

The compounds are isoureas and isothioureas which have an O-or S-alkylpyrimidone substituent and which are histamine H 2-antagonists and antiinflammatory agents. A specific compound of this invention is 2-[5-(O-isoureido)pentylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone.