40318-15-8

Usage

Uses

Used in Chemical Synthesis:
4-Methyl-1H-pyrrole-3-carboxylic acid methyl ester is used as a building block or intermediate in the synthesis of various organic compounds. Its unique structure with a methyl ester and an additional methyl group on the pyrrole ring allows for the creation of a wide range of derivatives, which can be utilized in different chemical reactions and applications.
Used in Pharmaceutical Industry:
4-Methyl-1H-pyrrole-3-carboxylic acid methyl ester is used as a potential candidate for drug development. Its chemical structure may offer opportunities for the design of new pharmaceutical compounds, particularly in the area of medicinal chemistry. 4-Methyl-1H-pyrrole-3-carboxylic acid methyl ester's properties, such as its aromatic ring and functional groups, can be exploited to create novel drug molecules with potential therapeutic applications.
Used in Research and Development:
4-Methyl-1H-pyrrole-3-carboxylic acid methyl ester is used as a research compound in academic and industrial laboratories. Its unique structure and properties make it an interesting subject for studies in organic chemistry, materials science, and related fields. Researchers may explore its reactivity, stability, and potential applications in various chemical processes and technologies.

Upstream product

• 186581-53-3 diazomethane 
• 64276-66-0 4-methyl-1H-pyrrole-3-carboxylic acid 
• 623-43-8 crotonic acid methyl ester 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 623-43-8 methyl crotonate 
• 4458-69-9 diethyl 5-bromo-3-methylpyrrole-2,4-dicarboxylate 
• 100129-92-8 diethyl 5-chloro-3-methylpyrrole-2,4-dicarboxylate 
• 90561-96-9 5-bromo-3-methyl-pyrrole-2,4-dicarboxylic acid 4-ethyl ester 
• 90346-74-0 5-chloro-3-methyl-pyrrole-2,4-dicarboxylic acid-4-ethyl ester 
• 90610-58-5 4-ethoxycarbonyl-3-methylpyrrole-2-carboxylic acid 
• 2199-49-7 ethyl 4-methylpyrrole-3-carboxylate 

Downstream Products

• 3780-42-5 dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate 
• 540526-22-5 1-phenyl-4-methylpyrrole-3-carboxylic acid methyl ester 
• 1005196-65-5 methyl 4-(2-methyl-5-(methoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate 
• 1005196-67-7 methyl 4-(2-methyl-5-(ethoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate 
• 1005196-62-2 4-((5-(methoxycarbamoyl)-2-methylphenyl)amino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid 
• 1621384-50-6 4-(2-methyl-5-(ethoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid 
• 500576-64-7 methyl 5-formyl-4-methyl-1H-pyrrole-3-carboxylate 
• 64276-66-0 4-methyl-1H-pyrrole-3-carboxylic acid 
• 1609079-05-1 methyl 1-(3-(tert-butyl)-5-(1-methylcyclopropyl)phenyl)-4-methyl-1H-pyrrole-3-carboxylate 
• 881675-49-6 methyl 4-methyl-5-phenyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate 
• 881674-87-9 methyl 5-bromo-4-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate 
• 351416-83-6 1,4-dimethyl-1H-pyrrole-3-carboxylic acid 
• 310442-40-1 methyl 4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate 

Relevant academic research and scientific papers

Metal-Free Directed C?H Borylation of Pyrroles

Robust strategies to enable the rapid construction of complex organoboronates in selective, practical, low-cost, and environmentally friendly modes remain conspicuously underdeveloped. Here, we develop a general strategy for the site-selective C?H borylation of pyrroles by using only BBr3 directed by pivaloyl groups, avoiding the use of any metal. The site-selectivity is generally dominated by chelation and electronic effects, thus forming diverse C2-borylated pyrroles against the steric effect. The formed products can readily engage in downstream transformations, enabling a step-economic process to access drugs such as Lipitor. DFT calculations (wB97X-D) demonstrate the preferred positional selectivity of this reaction.

Nickel-Catalyzed Cyclization Strategy for the Synthesis of Pyrroloquinolines, Indoloquinolines, and Indoloisoquinolines

An inexpensive and benchtop stable Ni-catalyst/Zn system for the synthesis of pyrrolo/indoloquinolines and indolo[2,1-a]isoquinolines is explored. This platform provides a one-pot entry for the preparation of various pyrrolo and indoloquinolines/isoquinolines, which involves successive C-C and C-N bond formation, respectively. In addition, we have also performed the preliminary photophysical studies for the synthesized compounds.

Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation

A new Pd(II)-catalyzed cascade sequence for the formation of polyheterocycles, from simple starting materials, is reported. The sequence is applicable to both indole and pyrrole substrates, and a range of substituents are tolerated. The reaction is thought to proceed by a Pd(II)-catalyzed C-H activated Heck reaction followed by a second Pd(II)-catalyzed aza-Wacker reaction with two Cu(II)-mediated Pd(0) turnovers per sequence. The sequence can be considered a formal [4 + 2] heterocyclization.

Palladium(II) Catalyzed C-H Functionalization Cascades for the Diastereoselective Synthesis of Polyheterocycles

C-H activation offers huge potential in the generation of complex structures from simple starting materials. Herein we report the development of a highly diastereoselective palladium(II) catalyzed C-H functionalization cascade to produce novel, unsaturate

Beneficial Effects of Electrochemistry in Cross-Coupling Reactions: Electroreductive Synthesis of 4-Aryl- or 4-Heteroaryl-6-pyrrolylpyrimidines

The rarely described 4-(hetero)aryl-6-pyrrolylpyrimidines are prepared by electroreductive nickel-catalysed cross-coupling reactions between aryl halides and chloropyrimidines. Inherent predictable issues of such metal-catalysed reactions that involve or

Proton pump inhibitors

A proton pump inhibitor containing a compound represented by the formula (I) wherein X and Y are the same or different and each is a bond or a spacer having 1 to 20 carbon atoms in the main chain, R 1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R 2 , R 3 and R 4 are the same or different and each is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted thienyl group, an optionally substituted benzo[b]thienyl group, an optionally substituted furyl group, an optionally substituted pyridyl group, an optionally substituted pyrazolyl group, an optionally substituted pyrimidinyl group, an acyl group, a halogen atom, a cyano group or a nitro group, R 5 and R 6 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, which has a superior proton pump action and shows an antiulcer activity and the like after conversion to a proton pump inhibitor in the body, or a salt thereof. or a prodrug thereof is provided.

Synthesis of carbon-11-labeled 4-(phenylamino)-pyrrolo[2,1-f][1,2,4] triazine derivatives as new potential PET tracers for imaging of p38α mitogen-activated protein kinase

The reference standards methyl 4-(2-methyl-5-(methoxycarbamoyl)phenylamino) -5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate (10a), methyl 4-(2-methyl-5-(ethoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4] triazine-6-carboxylate (10b) and corre

ACID SECRETION INHIBITOR

The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X1 and X2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X1, X2 and X3, and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

Acid secretion inhibitor

The present invention provides a compound having a superior acid secretion inhibitory effect and showing an antiulcer activity and the like. The present invention provides a compound represented by the formula (I) wherein R1 is a nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle, the nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle optionally has substituent(s), R2 is an optionally substituted C6-14 aryl group, an optionally substituted thienyl group or an optionally substituted pyridyl group, R3 and R4 are each a hydrogen atom, or one of R3 and R4 is a hydrogen atom and the other is an optionally substituted lower alkyl group, an acyl group, a halogen atom, a cyano group or a nitro group, and R5 is an alkyl group or a salt thereof.

PROTON PUMP INHIBITORS

A proton pump inhibitor containing a compound represented by the formula (I) wherein X and Y are the same or different and each is a bond or a spacer having 1 to 20 carbon atoms in the main chain, R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R2, R3 and R4 are the same or different and each is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted thienyl group, an optionally substituted benzo[b]thienyl group, an optionally substituted furyl group, an optionally substituted pyridyl group, an optionally substituted pyrazolyl group, an optionally substituted pyrimidinyl group, an acyl group, a halogen atom, a cyano group or a nitro group, R5 and R6 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, which has a superior proton pump action and shows an antiulcer activity and the like after conversion to a proton pump inhibitor in the body, or a salt thereof. or a prodrug thereof is provided.