6076-12-6

Basic information

• Product Name: Ethyl 4-Methylpyrazole-3-carboxylate
• Synonyms: Ethyl 4-Methylpyrazole-3-carboxylate;ethyl 4-methyl-1H-pyrazole-5-carboxylate;1H-Pyrazole-3-carboxylic acid, 4-Methyl-, ethyl ester;Ethyl 4-Methyl-1H-pyrazole-3-carboxylate;4-Methyl-1H-pyrazole-3-carboxylate
• CAS NO: 6076-12-6
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154
• Mol File: 6076-12-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 159℃
• Boiling Point: 283.6±20.0℃ (760 Torr)
• Flash Point: 125.3±21.8℃
• Appearance: /
• Density: 1.171±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• PKA: 11.99±0.50(Predicted)
• CAS DataBase Reference: Ethyl 4-Methylpyrazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-Methylpyrazole-3-carboxylate(6076-12-6)
• EPA Substance Registry System: Ethyl 4-Methylpyrazole-3-carboxylate(6076-12-6)

Safety Data

• Hazardous Substances Data: 6076-12-6(Hazardous Substances Data)

Usage

General Description

Ethyl 4-Methylpyrazole-3-carboxylate is a chemical compound with the molecular formula C8H10N2O2. It is commonly used as a pharmaceutical intermediate and as a reagent in organic synthesis. It is a white to off-white crystalline powder with a melting point of around 82-84°C. Ethyl 4-Methylpyrazole-3-carboxylate is an important building block in the production of various pharmaceuticals, agrochemicals, and other fine chemicals. It is a versatile compound with a wide range of applications in the chemical and pharmaceutical industries.

Upstream product

• 62054-49-3 ethyl (E)-3-formyl-2-butenoate 
• 64-17-5 ethanol 
• 121781-57-5 (E)-1,1,1-trichloro-4-ethoxy-3-methylbut-3-en-2-one 
• 10544-63-5 ethyl crotonate 
• 39910-31-1 ethyl 2-diazo-3-hydroxy-3-methylbutanoate 
• 93102-13-7 bis-(ethoxycarbonyl)-1,1 propadiene 
• 98728-81-5 4-Methylene-2,4-dihydro-pyrazole-3,3-dicarboxylic acid diethyl ester 
• 126580-11-8 ethyl 2-diazo-3-methyl-3-butenoate 
• 186581-53-3 diazomethane 
• 4341-76-8 Ethyl 2-butynoate 
• 56216-12-7 ethyl-2-chlorocrotonate 
• 28783-52-0 2-(1-chloro-ethylidene)-malonic acid diethyl ester 

Downstream Products

• 82231-51-4 4-methyl-1H-pyrazole-3-carboxylic acid 
• 68809-64-3 ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate 
• 1196041-64-1 (4-methyl-1H-pyrazol-3-yl)methanol 
• 1607024-74-7 3-(chloromethyl)-4-methyl-1H-pyrazole 
• 1607024-75-8 2-(4-methyl-1H-pyrazol-3-yl)acetonitrile 
• 1607024-76-9 3-(dimethylamino)-2-(4-methyl-1H-pyrazol-3-yl)acrylonitrile 
• 1607024-77-0 4-methyl-1H,1'H-3,4'-bipyrazol-5'-amine 
• 1607024-78-1 (1,4-dimethyl-1H-pyrazol-5-yl)methanol 
• 1607024-79-2 5-(chloromethyl)-1,4-dimethyl-1H-pyrazole 
• 1607024-80-5 2-(1,4-dimethyl-1H-pyrazol-5-yl)acetonitrile 
• 1607024-81-6 2-(1,4-dimethyl-1H-pyrazol-5-yl)-3-(dimethylamino)acrylonitrile 
• 1607024-82-7 2,4-dimethyl-1'H,2H-3,4'-bipyrazol-5'-amine 
• 1607023-37-9 3-(1,4-dimethyl-1H-pyrazol-5-yl)-5-(1-ethyl-1H-indazol-5-yl)-4H,7H-pyrazolo[1,5-a]pyrimidin-7-one 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

A new pyrrole synthesis via silver(I)-catalyzed cycloaddition of vinylogous diazoester and nitrile

A new synthesis of di- and trisubstituted pyrroles was achieved by treating in situ generated vinylogous diazoesters and readily available nitriles with a catalytic amount of silver(I) antimony hexafluoride at room temperature. This method showcased the potential of utilizing silver(I) carbenoids in preparing heterocyclic compounds.

Reaction of Carbonyl Compounds with Ethyl Lithiodiazoacetate. Studies Dealing with the Rhodium(II)-Catalyzed Behavior of the Resulting Adducts

The carbenoid intermediate derived by treating ethyl 2-diazo-4-phthalimidobutyrate with rhodium(II) octanoate undergoes transannular cyclization onto the adjacent imido carbonyl group.The resulting cyclic carbonyl ylide diploe was trapped with several dipolarophiles.In an attempt to prepare related substrates for cyclization studies, the reaction of ethyl lithiodiazoacetate with various aldehydes and ketones was studied.Treatment of the α-diazo-β-hydroxy ester derived from acetone or cyclopentanone with rhodium(II) octanoate gave rise to a β-keto ester.The exclusive phenyl shift encountered with acetophenone is in keeping with migration to an electron-deficient center.The reaction works well with acrolein, leading to high yields of 3-oxo-4-pentenoate.The 1,2-hydrogen shift pathway was found to proceed much faster than intramolecular cyclopropanation.Dehydration of the α-diazo-β-hydroxy esters generates vinyl diazo esters, which readily cyclize to 1H-pyrazoles on thermolysis.