33402-75-4

Basic information

• Product Name: Methyl 4-methylnicotinate
• Synonyms: METHYL 4-METHYLNICOTINATE;3-Pyridinecarboxylicacid,4-methyl-,methylester(9CI);methyl 4-methylpyridine-3-carboxylate;4-Methyl-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 4-methyl-, methyl ester
• CAS NO: 33402-75-4
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: -0
• Product Categories: CARBOXYLICESTER;Esters;Pyridines
• Mol File: 33402-75-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 215.253 °C at 760 mmHg
• Flash Point: 83.983 °C
• Appearance: /
• Density: 1.105 g/cm³
• Vapor Pressure: 0.149mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.86±0.18(Predicted)
• CAS DataBase Reference: Methyl 4-methylnicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-methylnicotinate(33402-75-4)
• EPA Substance Registry System: Methyl 4-methylnicotinate(33402-75-4)

Safety Data

• Hazardous Substances Data: 33402-75-4(Hazardous Substances Data)

Usage

Uses

Methyl 4-Methylnicotinate, is an intermediate for the synthesis of various chemical compounds. It can be used for the preparation of pyridine analogs of Phthalide.

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

Upstream product

• 5444-01-9 3-cyano-4-methylpyridine 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 676-58-4 methylmagnesium chloride 
• 1885-14-9 phenyl chloroformate 
• 67-56-1 methanol 

Downstream Products

• 4664-27-1 (4-methylpyridin-3-yl)methanol 
• 6316-67-2 3-pyridinecarboxylic acid,4-methyl-hydrazide 
• 1009376-52-6 1-(tert-butoxycarbonyl)-4-methylpiperidine-3-carboxylic acid 
• 1469287-58-8 C₁₂H₂₁NO₄ 
• 1333402-01-9 (4-{[(S)-cyclobutyl-(3-fluorophenyl)methyl]carbomoyl}-3-methyl-1-oxo-1H-2,7-naphthyridin-2-yl)-ethyl-carbamic acid tert-butyl ester 
• 1333401-90-3 2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide 
• 23580-78-1 3-methylpyrano[3,4-c]pyridin-1-one 
• 3222-50-2 4-methylnicotinic acid 
• 1207853-61-9 trans-racemic tert-butyl 3-amino-4-methylpiperidine-1-carboxylate 
• 1271810-25-3 trans 1-(tert-butoxycarbonyl)-4-methylpiperidine-3-carboxylic acid 
• 1201192-62-2 1-(tert-butyl) 3-methyl 4-methylpiperidine-1,3-dicarboxylate 
• 151330-02-8 methyl 6,7-dihydro-8(5H)-isoquinolinone-7-carboxylate 
• 908244-98-4 methyl 4-methylpiperidine-3-carboxylate 
• 101870-76-2 4-Methyl-3-(2-hydroxy-ethyl)-pyridin 

Relevant articles and documents

Tetrahydropyrido[d]pyridazinones - Promising scaffolds for drug discovery

An approach to the synthesis of all possible tetrahydropyrido[d] pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry.

Multiple Paths for Photo-alkylation and -alkoxylation of 3-Pyridinecarboxylic Ester in Alcohol. Simultaneous Contribution of Several Kinds of Excited States

UV-irradiation of methyl 3-pyridinecarboxylate (1) in acidic alcoholic solutions brings about the alkoxylation and alkylation at the pyridine ring.Photoalkylation occurs in several paths: 1) alkylation initiated by the triplet ?-?* state, 2) alkylation initiated by the triplet n-?* state of the carbonyl moiety of the ester group, 3) alkylation initiated by exciplex between a free base form of 1 and a pyridinium form of 1, and 4) alkylation promoted by chloride ions.Photoalkoxylation originates from a singlet excited state of 1.In the photoreactions of 1 in strongly a cidic methanolic solutions acidified with H2SO4, three kinds of excited states (two kinds of triplet states for alkylation and a singlet state for alkoxylation) contribute simultaneously.