65873-72-5

Basic information

• Product Name: 6-Methoxynicotinaldehyde
• Synonyms: 2-METHOXYPYRIDINE-5-CARBOXALDEHYDE;5-FORMYL-2-METHOXYPYRIDINE;3-FORMYL-6-METHOXYPYRIDINE;6-METHOXY-3-NICOTINALDEHYDE;6-METHOXY-3-PYRIDINECARBOXALDEHYDE;6-METHOXYNICOTINALDEHYDE;6-METHOXY-PYRIDINE-3-CARBALDEHYDE;3-Pyridinecarboxaldehyde, 6-methoxy- (9CI)
• CAS NO: 65873-72-5
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14
• EINECS: 2017-001-1
• Product Categories: ALDEHYDE;Pyridine;pharmacetical;Pyridine series;Pyridines;Building Blocks;Boronic Acid;Aldehydes;C6 to C7;C7;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks;Heterocycle-Pyridine series
• Mol File: 65873-72-5.mol
• Article Data: 31

Chemical Properties

• Melting Point: 51-54 °C(lit.)
• Boiling Point: 244.2 °C at 760 mmHg
• Flash Point: 225 °F
• Appearance: Off-white to light yellow/Crystalline Powder
• Density: 1.159 g/cm³
• Vapor Pressure: 0.0308mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.60±0.10(Predicted)
• Water Solubility: insoluble
• CAS DataBase Reference: 6-Methoxynicotinaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxynicotinaldehyde(65873-72-5)
• EPA Substance Registry System: 6-Methoxynicotinaldehyde(65873-72-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 65873-72-5(Hazardous Substances Data)

Usage

Chemical Properties

off-white to light yellow crystalline powder

Uses

Different sources of media describe the Uses of 65873-72-5 differently. You can refer to the following data:
1. An intermediate for the synthesis of the somatostatic sst3 receptor.
2. Substrate used in a synthesis of flavanones via an L-proline-catalyzed condensation with o-hydroxyarylketones.

General Description

6-Methoxy-3-pyridinecarboxaldehyde, also known as 6-methoxy-3-nicotinaldehyde, can be prepared from 5-bromo-2-methoxypyridine.

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

Upstream product

• 15871-85-9 6-methoxynicotinonitrile 
• 95652-83-8 5-(dimethoxymethyl)-2-methoxypyridine 
• 1628-89-3 2-methoxypyridine 
• 563-41-7 semicarbazide hydrochloride 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 20461-86-3 2,2-diethoxy acetic acid 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 107-31-3 Methyl formate 
• 3099-50-1 3-trichloromethyl-pyridine 
• 7757-82-6 sodium sulfate 
• 121643-49-0 3-dichloromethyl-6-methoxypyridine 
• 59-67-6 nicotinic acid 
• 26218-80-4 6-methoxy-nicotinic acid methyl ester 
• 624-28-2 2,5-dibromopyridine 

Downstream Products

• 123506-66-1 6-methoxy-4-methylnicotinaldehyde 
• 123506-67-2 6-methoxy-5-methylnicotinaldehyde 
• 220114-73-8 2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-pyridine 
• 220114-73-8 2-Methoxy-5-[(E)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-pyridine 
• 893566-85-3 4-iodo-6-methoxypyridine-3-carbaldehyde 
• 65873-73-6 3-Bromo-2-methoxy-5-pyridinecarboxaldehyde 
• 132865-44-2 3-chloro-5-formyl-2-methoxypyridine 
• 1143504-72-6 C₁₄H₁₆N₂O₄ 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 1186127-04-7 C₂₂H₂₇NO₃ 
• 1235480-18-8 3-(4-sec-butylphenyl)-2-(6-methoxypyridin-3-yl)quinazolin-4(3H)-one 
• 1071435-68-1 (S)-2-amino-2-(6-methoxypyridin-3-yl)ethanol 
• 1073428-43-9 (R)-2-hydroxy-2-(6-methoxypyridin-3-yl)ethyl 4-methylbenzenesulfonate 

Relevant articles and documents

Simple synthetic process of 6-methoxypyridine-3-formaldehyde

The invention relates to a synthesis process of 6-methoxypyridine-3-formaldehyde, which comprises the following steps: 1, reacting 6-bromo-3-methylpyridine with sodium methylate under the condition ofa dry protic solvent to obtain 6-methoxy-3-methylpyridine; 2, carrying out bromination reaction on the 6-methoxy-3-methylpyridine obtained in the step 1 with a bromination reagent in an aprotic solvent under the action of a catalyst to obtain 5-(dibromomethyl)-2-methoxypyridine; and 3, carrying out a hydrolysis reaction on the 5-(dibromomethyl)-2-methoxypyridine prepared in the step 2 with an alkali in a mixed solvent of an aprotic solvent and water to prepare 6-methoxypyridine-3-formaldehyde. According to the invention, 6-bromo-3-methylpyridine is used as a main raw material, and is subjected to sodium methylate substitution, bromination and alkali metal hydroxide hydrolysis, such that a target compound is obtained. The method has the advantages of simple and accessible raw materials ineach step, simple process operation and mild reaction conditions, and is suitable for industrial amplification.

Visible-Light-Promoted Nickel- and Organic-Dye-Cocatalyzed Formylation Reaction of Aryl Halides and Triflates and Vinyl Bromides with Diethoxyacetic Acid as a Formyl Equivalent

A simple formylation reaction of aryl halides, aryl triflates, and vinyl bromides under synergistic nickel- and organic-dye-mediated photoredox catalysis is reported. Distinct from widely used palladium-catalyzed formylation processes, this reaction proceeds by a two-step mechanistic sequence involving initial in situ generation of the diethoxymethyl radical from diethoxyacetic acid by a 4CzIPN-mediated photoredox reaction. The formyl-radical equivalent then undergoes nickel-catalyzed substitution reactions with aryl halides and triflates and vinyl bromides to form the corresponding aldehyde products. Significantly, besides aryl bromides, less reactive aryl chlorides and triflates and vinyl halides serve as effective substrates for this process. Since the mild conditions involved in this reaction tolerate a plethora of functional groups, the process can be applied to the efficient preparation of diverse aromatic aldehydes.

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.