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1H-Pyrrole-2-carboxylic acid, 5-phenyl, methyl ester is a chemical compound with the molecular formula C12H11NO2. It is a derivative of pyrrole, a heterocyclic aromatic organic compound consisting of a five-membered ring with four carbon atoms and one nitrogen atom. In this specific compound, the pyrrole ring is substituted with a carboxylic acid group at the 2-position and a phenyl group at the 5-position. The carboxylic acid group is further esterified with a methyl group, resulting in a methyl ester. 1H-Pyrrole-2-carboxylicacid, 5-phenyl-, methyl ester is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals, as well as its role as an intermediate in organic chemistry. Its unique structure and properties make it an interesting target for researchers in the field of heterocyclic chemistry.

52179-72-3

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52179-72-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 52179-72-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,1,7 and 9 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 52179-72:
(7*5)+(6*2)+(5*1)+(4*7)+(3*9)+(2*7)+(1*2)=123
123 % 10 = 3
So 52179-72-3 is a valid CAS Registry Number.

52179-72-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 5-phenyl-1H-pyrrole-2-carboxylate

1.2 Other means of identification

Product number -
Other names 5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52179-72-3 SDS

52179-72-3Relevant academic research and scientific papers

Characterization of heterogeneous aryl-Pd(ii)-oxo clusters as active species for C-H arylation

Shin, Taeil,Kim, Minjun,Jung, Younjae,Cho, Sung June,Kim, Hyunwoo,Song, Hyunjoon

supporting information, p. 14404 - 14407 (2020/12/01)

C-H arylation with heterogeneous palladium was investigated. The surface oxidation of Pd nanoparticles with a hypervalent iodine reagent, [Ph2I]BF4, resulted in the generation of Pd(ii)-aryl-oxo clusters, which were characterized as the crucial intermediate.

Photoredox catalysis using infrared light via triplet fusion upconversion

Ravetz, Benjamin D.,Pun, Andrew B.,Churchill, Emily M.,Congreve, Daniel N.,Rovis, Tomislav,Campos, Luis M.

, p. 343 - 346 (2019/01/26)

Recent advances in photoredox catalysis have made it possible to achieve various challenging synthetic transformations, polymerizations and surface modifications1–3. All of these reactions require ultraviolet- or visible-light stimuli; however,

TRIPLET FUSION UPCONVERSION FOR INFRARED-SENSITIZED PHOTOREDOX CHEMISTRY

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Paragraph 0125, (2019/09/20)

Various exemplary photoreactions can be provided, including reactions generally based on triplet-triplet annihilation upconversion. Representative photosensitizers include PdPc(OBu)8 and PtTPTNP. Representative annihilators include FDPP and TTBP. Such exe

Heteroleptic Copper(I)-Based Complexes for Photocatalysis: Combinatorial Assembly, Discovery, and Optimization

Minozzi, Clémentine,Caron, Antoine,Grenier-Petel, Jean-Christophe,Santandrea, Jeffrey,Collins, Shawn K.

supporting information, p. 5477 - 5481 (2018/05/01)

A library of 50 copper-based complexes derived from bisphosphines and diamines was prepared and evaluated in three mechanistically distinct photocatalytic reactions. In all cases, a copper-based catalyst was identified to afford high yields, where new heteroleptic complexes derived from the bisphosphine BINAP displayed high efficiency across all reaction types. Importantly, the evaluation of the library of copper complexes revealed that even when photophysical data is available, it is not always possible to predict which catalyst structure will be efficient or inefficient in a given process, emphasizing the advantages for catalyst structures with high modularity and structural variability.

BICYCLIC INHIBITORS OF PAD4

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Paragraph 00155, (2017/07/06)

The present invention provides compounds useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders.

HETEROARYL INHIBITORS OF PAD4

-

Paragraph 00119-00121, (2017/09/15)

The present invention provides compounds useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders.

Palladium-catalyzed regioselective C-2 arylation of 7-azaindoles, indoles, and pyrroles with arenes

Laha, Joydev K.,Bhimpuria, Rohan A.,Prajapati, Dilip V.,Dayal, Neetu,Sharma, Shubhra

supporting information, p. 4329 - 4332 (2016/03/22)

A palladium-catalyzed regioselective C-2 arylation of 7-azaindoles, indoles, and pyrroles with arenes has been developed. This study unveils that a critical substrate dependent acid concentration is essential for achieving exclusive C-2 selectivity as wel

A porous metal-organic cage constructed from dirhodium paddle-wheels: Synthesis, structure and catalysis

Chen, Lianfen,Yang, Tao,Cui, Hao,Cai, Tao,Zhang, Li,Su, Cheng-Yong

supporting information, p. 20201 - 20209 (2015/10/19)

Self-assembly of dirhodium(ii) tetraacetate (Rh2(OAc)4) with a dicarboxylic acid 3,3′-(1,3-phenylenebis(ethyne-2,1-diyl))dibenzoic acid (H2pbeddb) gives rise to a metal-organic cage (MOC) containing Rh-Rh bonds with the formula of [Rh4(pbeddb)4(H2O)2(DMAC)2] (MOC-Rh-1). Single-crystal X-ray diffraction analysis reveals that MOC-Rh-1 shows a lantern-type cage structure, in which a pair of Rh2(CO2)4 paddlewheels is linked by four diacid ligands. The dimensions of the inner cavity of MOC-Rh-1 are 9.5 × 14.8 ?2 (atom-to-atom distances across opposite metal and phenyl groups of pbeddb2-). In the solid phase, the cages are aligned by π-π stacking to form one-dimensional channels (9.5 × 11.1 ?2) through cage windows. Therefore, the crystalline samples of MOC-Rh-1 are porous with the inner and outer cavities of the cages accessible under the heterogeneous condition. MOC-Rh-1 has been fully characterized by EA, TGA, PXRD, IR, UV-vis and XPS measurements. The catalytic tests disclose that activated MOC-Rh-1 is effective in the intramolecular C-H amination of vinyl, dienyl and biaryl azides, leading to the formation of indoles, pyrroles and carbazoles, respectively, and the porous catalyst can be recycled easily and used for at least nine runs without significant loss of activity. In the nine runs, the conversions were in the range of 93-99%, whereas in the tenth run, the conversion was reduced to 78%.

Visible-light sensitization of vinyl azides by transition-metal photocatalysis

Farney, Elliot P.,Yoon, Tehshik P.

supporting information, p. 793 - 797 (2014/01/23)

Irradiation of vinyl and aryl azides with visible light in the presence of Ru photocatalysts results in the formation of reactive nitrenes, which can undergo a variety of C-N bond-forming reactions. The ability to use low-energy visible light instead of UV in the photochemical activation of azides avoids competitive photodecomposition processes that have long been a significant limitation on the synthetic use of these reactions. Rock and pyrrole: Irradiation of vinyl and aryl azides with visible light in the presence of Ru photocatalysts results in the formation of reactive nitrenes, which can undergo a variety of C-N bond-forming reactions. The ability to use low-energy visible light instead of UV in the photochemical activation of azides (see picture) avoids competitive photodecomposition processes. Copyright

Phenyl α-bromovinyl sulfone in cycloadditions with azomethine ylides: An unexpected facile aromatization of the cycloadducts into pyrroles

Kudryavtsev, Konstantin V.,Ivantcova, Polina M.,Churakov, Andrei V.,Vasin, Victor A.

experimental part, p. 4300 - 4303 (2012/09/22)

Phenyl α-bromovinyl sulfone reacts with glycine ester Schiff bases regioselectively in the presence of catalytic amounts of AgOAc and DBU yielding polysubstituted pyrrolidine cycloadducts. Utilization of excess DBU induces subsequent facile aromatization of the cycloadducts and affords 5-arylpyrrole-2-carboxylic acid esters in 39-85% yields in a single step.

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