29681-45-6

Basic information

• Product Name: METHYL 5-METHYLNICOTINATE
• Synonyms: METHYL 5-METHYLNICOTINATE;Methyl 5-methylpyridine-3-carboxylate~5-Methylnicotinic acid methyl ester;3-Pyridinecarboxylicacid,5-methyl-,methylester(9CI);Methyl 5-methylpyridine-3-carboxylate;5-methylnicotin methyl ester;5-Methyl-nicotinic acid methyl ester;Methyl 5-methylpyridine-3-carboxylate, 3-(Methoxycarbonyl)-5-methylpyridine;Methyl5-methylnicotinate,94%
• CAS NO: 29681-45-6
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: -0
• Product Categories: CARBOXYLICESTER;Nicotine Derivatives;Metabolites;Aromatics;Metabolites & Impurities;Aromatics, Metabolites & Impurities, Nicotine Derivatives
• Mol File: 29681-45-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 46-48°C
• Boiling Point: 90°C 3mm
• Flash Point: 90°C/3mm
• Appearance: White Crystalline Solid
• Density: 1.104 g/cm³
• Vapor Pressure: 0.0733mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in Chloroform and Methanol.
• PKA: 3.49±0.20(Predicted)
• BRN: 472498
• CAS DataBase Reference: METHYL 5-METHYLNICOTINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5-METHYLNICOTINATE(29681-45-6)
• EPA Substance Registry System: METHYL 5-METHYLNICOTINATE(29681-45-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 29681-45-6(Hazardous Substances Data)

Usage

Description

METHYL 5-METHYLNICOTINATE is a white crystalline solid that is a metabolite of nicotine, a naturally occurring alkaloid found in the nightshade family of plants. It is known for its role in the synthesis of various organic compounds and pharmaceuticals.

Uses

1. Used in Pharmaceutical Synthesis:
METHYL 5-METHYLNICOTINATE is used as a key intermediate for the synthesis of (5-methylpyridin-3-yl)methanol, which is an essential component in the production of Rupatadine fumarate. Rupatadine fumarate is a medication used to treat allergic rhinitis, urticaria, and chronic urticaria.
2. Used in Organic Compound Synthesis:
METHYL 5-METHYLNICOTINATE is also utilized in the synthesis of 5-Methyl-N?-nitrosonornicotine (5-MeNNN), which serves as a starting material for the creation of other organic compounds. This process highlights the versatility of METHYL 5-METHYLNICOTINATE in various chemical reactions and its importance in the development of new compounds with potential applications in different industries.

InChI:InChI=1/C8H9NO2/c1-6-3-7(5-9-4-6)8(10)11-2/h3-5H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 3222-49-9 5-methylnicotinic acid 
• 67-56-1 methanol 
• 42885-14-3 5-cyano-3-methylpyridine 
• 591-22-0 3,5-Lutidine 
• 42972-46-3 1-(5-methylpyridin-3-yl)ethanone 
• 153438-47-2 methyl 5-(N,N-dimethylamino)-2-cyano-4-methylpent-2,4-dienoate 
• 29681-44-5 5-bromo-3-pyridine carboxylic acid methyl ester 
• 124-41-4 sodium methylate 

Downstream Products

• 102780-52-9 5-methylmyosmine 
• 82111-06-6 (+/-)-5-Methylnicotine 
• 73591-81-8 5-methyl-1-(3,5-di-O-benzoyl-β-D-ribofuranosyl)-3-methoxycarbonylpyridinium chloride 
• 73591-81-8 5-methyl-1-(3,5-di-O-benzoyl-α-D-ribofuranosyl)-3-methoxycarbonylpyridinium chloride 
• 102074-19-1 (5-methylpyridin-3-yl)methanol 
• 877624-38-9 methyl 5-(bromomethyl)nicotinate 
• 100910-66-5 5-methyl-3-pyridinecarboxaldehyde 
• 147646-29-5 4-methyl-7-methylene-6,7-dihydro-2(5H)-pyrindine 
• 147646-28-4 4-methyl-5,6-dihydro-2-pyrindin-7-one 
• 149467-73-2 methyl 4-phenyl-5-methylnicotinate 
• 115017-13-5 (2-Amino-3,5-difluoro-phenyl)-(5-methyl-pyridin-3-yl)-methanone 
• 1007089-84-0 3-(chloromethyl)-5-methylpyridine hydrogen chloride 
• 1155662-43-3 methyl 5-methylpiperidine-3-carboxylate 
• 1155662-43-3 methyl 5-methylpiperidine-3-carboxylate 

Relevant articles and documents

Preparation method of methanol solution of rupatadine fumarate intermediate methyl 5-methyl nicotinate

The invention relates to a preparation method of a methanol solution of rupatadine fumarate intermediate methyl 5-methyl nicotinate, which comprises the following steps of: 1, adding 5-methyl nicotinic acid into methanol, stirring for dissolving, adding thionyl chloride, and heating for reflux reaction; and 2, carrying out vacuum concentration to remove part of the solvent, adding a sodium methoxide methanol solution at room temperature, adjusting the pH value, and filtering to obtain a methanol solution of 5-methyl nicotinate.

Preparation process of Rupatadine

The invention discloses a rupatadine preparation process, which comprises: S1, preparing methyl 5-methylnicotinate; S2, preparing 5-methyl-3-pyridinemethanol; S3, preparing 3-methyl-5-chloromethylpyridine hydrochloride; and S4, preparing rupatadine. According to the present invention, the preparation process has advantages of low cost, mild reaction condition, simple operation, low requirement onequipment, good product purity and high yield, and is suitable for large-scale industrial production.

An improved process for the preparation of Rupatadine Fumarate

The present invention provides an improved process for the preparation of Rupatadine Fumarate of Formula-1 resulting product which is substantially free from di-alcohols, dimer and quaternary impurities.