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Pyrrolidine-2-carboxylic acid pyridin-2-ylamide, also known as Prolinepyridinamide, is a chemical compound that features a pyrrolidine ring and a pyridine ring. It is a derivative of proline, an amino acid, and is widely utilized in organic synthesis and pharmaceutical research. Prolinepyridinamide has garnered attention for its potential therapeutic properties and its role in the development of new drugs for treating a variety of diseases. Additionally, it has been explored for its applications in medicinal chemistry and drug design, showcasing its promise across different areas within the fields of chemistry and pharmaceuticals.

153290-91-6

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153290-91-6 Usage

Uses

Used in Pharmaceutical Research and Development:
Prolinepyridinamide is used as a key intermediate in the synthesis of various pharmaceutical compounds for the treatment of different diseases. Its unique structure allows it to be a versatile building block in the creation of new drug candidates.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Prolinepyridinamide is utilized as a structural component in the design of novel molecules with potential therapeutic effects. Its presence in these molecules can influence their pharmacokinetic and pharmacodynamic properties, making it a valuable asset in drug design.
Used in Organic Synthesis:
Prolinepyridinamide serves as a reactant or a precursor in various organic synthesis processes. Its ability to form different types of chemical bonds and its compatibility with a range of reaction conditions make it a useful compound in creating complex organic molecules.
Overall, pyrrolidine-2-carboxylic acid pyridin-2-ylamide, or Prolinepyridinamide, is a multifaceted chemical compound with applications that span across pharmaceutical research, medicinal chemistry, and organic synthesis, highlighting its importance and potential in the development of new therapeutic agents and chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 153290-91-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,3,2,9 and 0 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 153290-91:
(8*1)+(7*5)+(6*3)+(5*2)+(4*9)+(3*0)+(2*9)+(1*1)=126
126 % 10 = 6
So 153290-91-6 is a valid CAS Registry Number.

153290-91-6Downstream Products

153290-91-6Relevant academic research and scientific papers

Cyclic tri-nitrogen phosphine ligand compound and preparation method thereof

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Paragraph 0044-0045; 0047, (2021/04/21)

The invention discloses a cyclic tri-nitrogen phosphine ligand compound, the structural formula of the cyclic triazophos ligand compound is shown in the specification, and the invention also discloses a preparation method of the cyclic tri-nitrogen phosphine ligand compound, and the preparation method mainly comprises four reaction steps of amination, Boc protecting group removal, reduction and cyclization. Through the technical scheme disclosed by the invention, the triazophos ligand compound with high stability and good catalytic activity is provided.

A copper-templated, bifunctional organocatalyst: A strongly cooperative dynamic system for the aldol reaction

Serra-Pont, Anna,Alfonso, Ignacio,Solà, Jordi,Jimeno, Ciril

, p. 6584 - 6591 (2017/08/16)

The study of novel metal-templated dynamic organocatalytic systems has led to the identification of CuSO4 as the most efficient template to assemble monofunctional prolinamide- and thiourea-modified pyridine ligands. The structural and electron

Dynamic assembly of a zinc-templated bifunctional organocatalyst in the presence of water for the asymmetric aldol reaction

Serra-Pont, Anna,Alfonso, Ignacio,Jimeno, Ciril,Solà, Jordi

, p. 17386 - 17389 (2015/12/08)

A bifunctional organocatalytic system consisting of simple pyridine ligands containing separate catalytic functionalities was assembled using ZnCl2. This novel metal-templated catalyst furnished high yields and stereoselectivities towards the a

Enantioselective biomimetic cyclization of 2′-hydroxychalcones to flavanones

Zhang, Yan-Lei,Wang, Yong-Qiang

, p. 3255 - 3258 (2014/06/09)

A new family of organocatalysts based on aminoquinoline and pyrrolidine have been developed and shown to catalyze the direct and highly enantioselective cyclization of 2′-hydroxychalcones in imitation of the natural process of chalcone cyclization. The straightforward synthetic process occurs under mild reaction conditions, tolerates moisture and air, and gives an enantiomeric excess up to 99%. This approach provides a facile and efficient access to chiral flavanones.

Screening of simple N-aryl and N-heteroaryl pyrrolidine amide organocatalysts for the enantioselective aldol reaction of acetone with isatin

Kinsella, Michael,Duggan, Patrick G.,Lennon, Claire M.

, p. 1423 - 1433 (2011/11/06)

We have screened a range of simple N-aryl and N-heteroaryl pyrrolidine amide organocatalysts incorporating N-pyridyl and N-quinolinyl groups in the synthetically useful aldol reaction of isatin with acetone. The 'reverse amide' N-pyridyl pyrrolidinylmethy

Highly efficient bifunctional organocatalysts for the asymmetric Michael addition of ketones to nitroolefins

Yu, Chuanming,Qiu, Jun,Zheng, Fei,Zhong, Weihui

, p. 3298 - 3302 (2011/06/28)

A type of secondary-secondary-tertiary triamine bifunctional organocatalysts have been properly designed and synthesized. In our study, the designed catalyst (S)-N-(pyrrolidin-2-ylmethyl)pyridin-2-amine 5 has been shown to be highly efficient to promote the asymmetric Michael addition of ketones to nitroolefins at room temperature, which afforded the corresponding adducts in excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to >99% ee).

New chiral P-N ligands for the regio- and stereoselective Pd-catalyzed dimerization of styrene

Fanfoni, Lidia,Meduri, Angelo,Zangrando, Ennio,Castillon, Sergio,Felluga, Fulvia,Milani, Barbara

, p. 1804 - 1824 (2011/04/27)

Two new chiral, enantiomerically pure, hybrid P-N ligands, namely (2R,5S)-2- phenyl-3-(2-pyridyl)-1,3-diaza-2-phosphanicyclo[3,3,0]octan-4-one (1) and (2R,5S)-2-phenyl-3-(2-pyridyl)-1,3-diaza-2-phosphanicyclo[3,3,0]octane (2), have been synthesized starting from L-proline. The two ligands differ in the presence or not of a carbonyl group in the diazaphosphane ring. Their coordination chemistry towards Pd(II) was studied by reacting them with [Pd(CH3)Cl(cod)]. A different behaviour was observed: ligand 2 shows the expected bidentate chelating behaviour leading to the mononuclear Pd-complex, while ligand 1 acts as a terdentate ligand giving a dinuclear species. The corresponding cationic derivatives were obtained from the palladium neutral complexes, both as mono- and dinuclear derivatives, and tested as precatalysts for styrene dimerization, yielding E-1,3- diphenyl-1-butene regio- and stereoselectively as the sole product. A detailed analysis of the catalytic behaviour is reported.

Primary amine-metal Lewis acid bifunctional catalysts based on a simple bidentate ligand: Direct asymmetric aldol reaction

Daka, Philias,Xu, Zhenghu,Alexa, Alexandru,Wang, Hong

, p. 224 - 226 (2011/03/19)

A novel class of primary amine-metal Lewis acid bifunctional catalysts based on a bidentate ligand was developed. These catalysts were highly efficient in catalyzing the direct asymmetric aldol reactions of ketones offering excellent stereoselectivity. Th

Evaluation of ligands for ketone reduction by asymmetric hydride transfer in water by multi-substrate screening

Zeror, Saoussen,Collin, Jacqueline,Fiaud, Jean-Claude,Zouioueche, Louisa Aribi

experimental part, p. 197 - 204 (2009/04/08)

Various ligands for the ruthenium-catalyzed enantioselective reduction of ketones in water have been investigated. Multi-substrate reactions have been carried out for the comparison of various proline amides and aminoalcohol ligands. Two sets of six aromatic ketones have been selected in order to evaluate the enantiomeric excesses of all the resulting alcohols by a single chromatographic analysis. The proline amide derivative prepared from (1R,2S)-cis-aminoindanol revealed as the best ligand for most of the ketones used in the multi-substrate reductions. This ligand has been employed for the enantioselective reduction of a variety of other aromatic ketones and in all cases the enantiomeric excesses were improved compared to those obtained with phenylprolineamide used in our previous work.

Facile evolution of asymmetric organocatalysts in water assisted by surfactant Br?nsted acids

Luo, Sanzhong,Xu, Hui,Li, Jiuyuan,Zhang, Long,Mi, Xueling,Zheng, Xiaoxi,Cheng, Jin-Pei

, p. 11307 - 11314 (2008/03/12)

Simple mixing of chiral amines and surfactant Br?nsted acids such as p-dodecyl benzenesulfonic acid (DBSA) leads to highly effective and selective organocatalysts in water. The in situ generated catalysts catalyze highly stereoselective desymmetrization o

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