66572-55-2

Basic information

• Product Name: 6-Methoxynicotinic acid
• Synonyms: 6-Methoxypyridine-3-carboxylic acid, 5-Carboxy-2-methoxypyridine, 2-Methoxypyridine-5-carboxylic acid;6-methoxy-3-pyridinecarboxylic acid;RARECHEM AL BO 0733;2-METHOXYPYRIDINE-5-CARBOXYLIC ACID;2-METHOXY-5-PYRIDINECARBOXYLIC ACID;6-METHOXYNICOTINIC ACID;6-Methoxypyridine-3-carboxylic acid
• CAS NO: 66572-55-2
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.14
• Product Categories: Heterocycle-Pyridine series;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Carboxylic Acids;Pyridines;Building Blocks;Pyridine
• Mol File: 66572-55-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 171.5-172.5 °C(Solv: water (7732-18-5))
• Boiling Point: 283.8°Cat760mmHg
• Flash Point: 125.4°C
• Appearance: /
• Density: 1.284g/cm³
• Vapor Pressure: 0.00145mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.74±0.10(Predicted)
• CAS DataBase Reference: 6-Methoxynicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxynicotinic acid(66572-55-2)
• EPA Substance Registry System: 6-Methoxynicotinic acid(66572-55-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 66572-55-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 66572-55-2 differently. You can refer to the following data:
1. 2-Methoxy-5-pyridinecarboxylic Acid is used in the synthesis of caudatin derivatives as anti-hepatitis B virus agents. In addition it can be used the synthesize potent, selective GSK-3 inhibitors for the use in the treatment of various ailments.
2. 2-Methoxy-5-pyridinecarboxylic Acid is used in the synthesis of caudatin derivatives as anti-hepatitis B virus agents. In addition it can be used the synthesize potent, selective GSK-3 inhibitors for the use in the treatment of various ailments.

InChI:InChI=1/C7H7NO3/c1-11-6-3-2-5(4-8-6)7(9)10/h2-4H,1H3,(H,9,10)/p-1

Upstream product

• 124-41-4 sodium methylate 
• 69045-78-9 2-chloro-5-(Trichloromethyl)-pyridine 
• 735266-90-7 1-(4-methoxyphenyl)-2-(6-methoxypyrid-3-yl)ethanone 
• 51834-97-0 6-methoxypyridine-3-ol 

Downstream Products

• 58584-63-7 (6-methoxypyridin-3-yl)methanol 
• 193538-78-2 6-methoxynicotinic acid chloride 
• 136591-96-3 2-Chloro-1-(6-methoxy-pyridin-3-yl)-ethanone 
• 101990-70-9 2-methoxy-5-pyridylmethyl chloride 
• 74925-37-4 ethyl 2-methoxypyridine-5-carboxylate 
• 58757-38-3 6-Chloronicotinoyl chloride 
• 1134916-88-3 2-(4-bromo-2-chloro-phenyl)-1-(6-methoxy-pyridin-3-yl)-ethanone 
• 1352786-56-1 1-(6-methoxypyridin-3-yl)-3-phenylprop-2-yn-1-one 
• 5006-66-6 6-hydroxy-3-pyridinecarboxylic acid 
• 32684-80-3 5-acetyl-1-benzylpyridin-2(1H)-one 
• 1227725-17-8 (±)-1-((1-benzyl-6-oxopiperidin-3-yl)methyl)pyridin-2(1H)-one 
• 31271-20-2 (+/)-1-benzyl-5-ethyl-2-piperidone 

Relevant articles and documents

Development of a Stereoselective and Scalable Synthesis for the Potent Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitor, BMT-297376; N-((R)-1-((cis)-4-(3-(Difluoromethyl)-2-methoxypyridin-4-yl)cyclohexyl)propyl)-6-methoxynicotinamide

The current work describes a stereoselective and scalable route to N-((R)-1-((cis)-4-(3-(difluoromethyl)-2-methoxypyridin-4-yl)cyclohexyl)propyl)-6-methoxynicotinamide (1) from readily available 1,4-dioxaspiro[4.5]decan-8-one. The developed process encompasses an efficient 1,4-trans-selective synthesis of (trans)-4-(3-(difluoromethyl)-2-methoxypyridin-4-yl)cyclohexyl methanesulfonate as the key intermediate and the use of Ellman sulfinamine methodology to install an alkyl amine in a stereoselective manner. Various synthetic routes were screened to accomplish a stereoselective and scalable protocol to access the title compound (1). This advancement enabled a competent route to the title compound in an enantioselective, safe, cost-effective, and scalable manner.

Chemoselective Transformation of Diarylethanones to Arylmethanoic Acids and Diarylmethanones and Mechanistic Insights

The chemoselective transformation of diarylethanones via either aerobic oxidative cleavage to give arylmethanoic acids or tandem aerobic oxidation/benzilic acid rearrangement/decarboxylation to give diarylmethanones has been developed. The transformation is controllable and applicable to a broad spectrum of substrates and affords the desired products in good to excellent yields. Mechanistic insights with control reactions, 1H NMR tracking, and single-crystal X-ray diffraction reveal a complex mechanistic network in which two common intermediates, α-ketohydroperoxide and diarylethanedione, and three plausible pathways are proposed and verified. These pathways are interlinked and can be switched reasonably by changing the reaction conditions. This method enables scalable synthesis and access to a number of valuable compounds, including vitamin B3, diphenic acid, and the nonsteroidal anti-inflammatory drug ketoprofen. The present protocol represents a step forward in exploiting complex mechanistic networks to control reaction pathways, achieving divergent syntheses from the same class of starting materials.