38597-58-9

Basic information

• Product Name: ethyl 2-phenyl-1H-pyrrole-3-carboxylate
• Synonyms: ethyl 2-phenyl-1H-pyrrole-3-carboxylate
• CAS NO: 38597-58-9
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.24782
• Mol File: 38597-58-9.mol

Chemical Properties

• Melting Point: 79 °C
• Boiling Point: 421.6±33.0 °C(Predicted)
• Appearance: /
• Density: 1.148±0.06 g/cm3(Predicted)
• PKA: 15.37±0.50(Predicted)
• CAS DataBase Reference: ethyl 2-phenyl-1H-pyrrole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-phenyl-1H-pyrrole-3-carboxylate(38597-58-9)
• EPA Substance Registry System: ethyl 2-phenyl-1H-pyrrole-3-carboxylate(38597-58-9)

Safety Data

• Hazardous Substances Data: 38597-58-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 2-phenyl-1H-pyrrole-3-carboxylate is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its potential biological activities, such as antifungal, antibacterial, and antiviral properties, make it a valuable component in the development of new drugs and treatments.
Used in Organic Chemistry:
Ethyl 2-phenyl-1H-pyrrole-3-carboxylate is used as a building block in organic chemistry for the preparation of various pyrrole derivatives. These derivatives have a wide range of applications in medicinal and materials science, contributing to the advancement of research and development in these fields.

Upstream product

• 86214-94-0 1-Benzoyl-2-phenyl-1H-pyrrol-3-carbonsaeure-ethylester 
• 141764-79-6 2-Phenyl-5-phenylsulfanyl-4,5-dihydro-furan-3-carboxylic acid ethyl ester 
• 64300-27-2 cis-(+/-)-3-phenylaziridine-2-carbonitrile 
• 623-47-2 propynoic acid ethyl ester 
• 623-46-1 1,2-dichloro-2-ethoxyethane 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 78932-45-3 ethyl 2-butoxycyclopropanecarboxylate 
• 100-47-0 benzonitrile 
• 19521-13-2 α,β-dibromo-β-phenylpropionitrile 
• 86214-89-3 1-Benzoyl-4,5-dihydro-2-phenyl-1H-pyrrol-3-carbonsaeure-ethylester 
• 212070-75-2 ethyl 2-phenyl-1-tosyl-2,5-dihydro-1H-pyrrole-3-carboxylate 
• 1325713-93-6 (Z)-ethyl 3-(3-methylbut-2-enylamino)-3-phenylacrylate 
• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 1426858-38-9 (E)-4-diazobut-2-enoic acid ethyl ester 

Downstream Products

• 3042-22-6 2-phenyl-1H-pyrrole 
• 905971-72-4 2‐benzyl‐5‐phenyl‐1H‐pyrrole 
• 947270-79-3 ethyl 1-(2-methoxybenzyl)-2-phenyl-1H-pyrrole-3-carboxylate 
• 947270-81-7 ethyl 1-(3-methoxybenzyl)-2-phenyl-1H-pyrrole-3-carboxylate 
• 870721-47-4 2-phenyl-pyrrole-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester 
• 807624-15-3 2-phenyl-1H-pyrrole-3-carboxylic acid 

Relevant articles and documents

IBX-Promoted Oxidative Cyclization of N-Hydroxyalkyl Enamines: A Metal-Free Approach toward 2,3-Disubstituted Pyrroles and Pyridines

An iodoxybenzoic acid-mediated selected oxidative cyclization of N-hydroxyalkyl enamines was developed. Through this strategy, a variety of 2,3-disubstituted pyrroles and pyridines were produced in good selectivity involving oxidation of alcohol, followed by condensation of aldehyde and α-C of enamines. Furthermore, this metal-free method has several advantages, including the use of environmentally friendly reagents, broad substrate scope, mild reaction conditions, and high efficiency.

2-aryl-3-ester-group polysubstituted pyrrole compound and synthesis and refining method thereof

The invention belongs to the field of chemical synthesis, and relates to a series of 2-aryl-3-ester-group polysubstituted pyrrole compounds and a synthesis and refining method thereof. A general formula of the compounds is shown as a formula (I), wherein

One-Pot Synthesis of 3-Substituted 2-Arylpyrrole in Aqueous Media via Addition-Annulation of Arylboronic Acid and Substituted Aliphatic Nitriles

Pd(II)-catalyzed C-C coupling reactions between substituted aliphatic nitriles and arylboronic acids followed by in situ cyclodehydration have been employed for the first time to synthesize a wide variety of 3-substituted 2-aryl-1H-pyrroles in aqueous acetic acid. This one-pot synthesis is green, and it conforms to atom economy. The structures of two representative pyrroles, 3k and 5f, were confirmed by X-ray crystallographic analysis.

The synthesis of pyrroles and oxazoles based on gold α-imino carbene complexes

Cationic gold complexes of α-oximimino carbenes have been identified to react with weak nucleophiles including enol ethers and nitriles. These findings allowed us to develop the highly efficient synthesis of pyrroles and oxazoles.

SUBSTITUTED PYRROLES ACTIVE AS KINASES INHIBITORS

The present invention relates to substituted pyrrole compounds which modulate the activity of protein kinases and are therefore useful in treating diseases caused by dysregulated protein kinase activity, in particular Jak family kinases. The present invention also provides methods for preparing these compounds, pharmaceutical compositions comprising these compounds, and methods of treating diseases utilizing such compounds or the pharmaceutical compositions containing them.

Regioselective synthesis of functionalized pyrroles via gold(I)-catalyzed [3+2] cycloaddition of stabilized vinyl diazo derivatives and nitriles

The reaction of nitriles with alkenyldiazo compounds in the presence of gold catalysts provides functionalized pyrrole derivatives in moderate to high yields. This formal [3+2] cyclization reaction takes place with complete regioselectivity. The observed regiochemical outcome suggests the attack of the nitrile to the terminal position of the alkenylgold carbenoid (vinylogous reactivity). A broad range of nitriles (including those bearing functional groups) is compatible with this cyclization reaction. Copyright

Silver-catalyzed isocyanide-alkyne cycloaddition: A general and practical method to oligosubstituted pyrroles

Ag2CO3 is the key: The transition-metal-catalyzed cycloaddition of isocyanides and unactivated terminal alkynes has been realized with Ag2CO3 as a unique and robust catalyst (see scheme). The protocol is highly

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.

Synthesis of γ-azido-β-ureido ketones and their transformation into functionalized pyrrolines and pyrroles via staudinger/aza-wittig reaction

A simple two-step procedure yielding γ-azido-β-ureido ketones or/and their cyclic isomers, 6-(1-azidoalkyl)-4-hydroxyhexahydropyrimidin-2- ones, has been developed. The synthesis includes three-component condensation of acetals of 2-azidoaldehydes with urea or methylurea and p-toluenesulfinic acid in aqueous formic acid followed by reaction of the obtained N-[(2-azido-1-tosyl) alkyl]ureas with sodium enolates of α-functionalized ketones. The azido ketones or their cyclic isomers are transformed into ureido-substituted Δ1- or/and Δ2-pyrrolines via Staudinger/aza-Wittig reaction promoted by PPh3. The obtained pyrrolines are converted into 3-functionalized 1H-pyrroles via elimination of urea under acidic conditions. Convenient one-pot syntheses of 1H-pyrroles starting from N-[(2-azido-1-tosyl)alkyl]ureas or γ-azido-β-ureido ketones have been also developed.

Copper-mediated aerobic synthesis of 3-azabicyclo[3.1.0]hex-2-enes and 4-carbonylpyrroles from N-allyl/propargyl enamine carboxylates

Synthetic methods for 3-azabicyclo[3.1.0]hex-2-enes and 4-carbonylpyrroles have been developed that use copper-mediated/catalyzed reactions of N-allyl/propargyl enamine carboxylates under an O2 atmosphere and involve intramolecular cyclopropanation and carbooxygenation, respectively. These methodologies take advantage of orthogonal modes of chemical reactivity of readily available N-allyl/propargyl enamine carboxylates; the complementary pathways can be accessed by slight modification of the reaction conditions.