101038-63-5

Basic information

• Product Name: 4-PYRROLIDIN-1-YL-BENZOIC ACID ETHYL ESTER
• Synonyms: Benzoic acid, 4-(1-pyrrolidinyl)-, ethyl ester;Ethyl 4-(pyrrolidin-1-yl)benzoate;Ethyl 4-(1-Pyrrolidinyl)Benzoate;RARECHEM AL BI 1489;4-PYRROLIDIN-1-YL-BENZOIC ACID ETHYL ESTER
• CAS NO: 101038-63-5
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.28
• Mol File: 101038-63-5.mol

Chemical Properties

• Melting Point: 114-116 °C(Solv: ethanol (64-17-5))
• Boiling Point: 352.5±25.0 °C(Predicted)
• Appearance: /
• Density: 1.105±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.12±0.40(Predicted)
• CAS DataBase Reference: 4-PYRROLIDIN-1-YL-BENZOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PYRROLIDIN-1-YL-BENZOIC ACID ETHYL ESTER(101038-63-5)
• EPA Substance Registry System: 4-PYRROLIDIN-1-YL-BENZOIC ACID ETHYL ESTER(101038-63-5)

Safety Data

• Hazardous Substances Data: 101038-63-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Pyrrolidin-1-yl-benzoic acid ethyl ester is used as a pharmaceutical compound for its potential analgesic and anti-inflammatory properties, making it a candidate for the development of pain relief and inflammation management medications.
Used in Neurological Disorder Treatment:
In the field of neurology, 4-Pyrrolidin-1-yl-benzoic acid ethyl ester is used as a potential treatment for neurological disorders due to its anticonvulsant effects, which may help in managing conditions such as epilepsy and other seizure disorders.
Used in Antitumor Applications:
4-Pyrrolidin-1-yl-benzoic acid ethyl ester is used as an antitumor agent in oncology research, where it is being studied for its potential to inhibit the growth of cancer cells and its possible application in cancer treatment.
Used in Antibacterial Applications:
In the field of microbiology, 4-Pyrrolidin-1-yl-benzoic acid ethyl ester is used as a potential antibacterial agent, being investigated for its ability to combat bacterial infections and contribute to the development of new antibiotics.

Upstream product

• 4724-56-5 1,4-ditosyloxybutane 
• 94-09-7 p-aminoethylbenzoate 
• 123-75-1 pyrrolidine 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 109-99-9 tetrahydrofuran 
• 2393-23-9 4-methoxy-benzylamine 
• 86364-65-0 ethyl <2-oxo-1-pyrrolidinyl>benzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 110-52-1 1,4-dibromo-butane 

Relevant articles and documents

An efficient and simple aqueous N-heterocyclization of aniline derivatives: Microwave-assisted synthesis of N-aryl azacycloalkanes

(Chemical Equation Presented) An efficient and clean synthesis of N-aryl azacycloalkanes from alkyl dihalides and aniline derivatives has been achieved using microwave irradiation in an aqueous potassium carbonate medium. The phase separation can simplify the product isolation and reduce usage of volatile organic solvents.

Aqueous N-heterocyclization of primary amines and hydrazines with dihalides: Microwave-assisted syntheses of N-azacycloalkanes, isoindole, pyrazole, pyrazolidine, and phthalazine derivatives

The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in an alkaline aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodology provides a simple and straightforward one-pot approach to the synthesis of a variety of heterocycles, such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted 2,3-dihydro-1H-isoindoles, 4,5-dihydropyrazoles, pyrazolidines, and 1,2-dihydrophthalazines.

I2/NaH2PO2-mediated deoxyamination of cyclic ethers for the synthesis of: N -aryl-substituted azacycles

We have developed a protocol for efficient synthesis of N-aryl-substituted azacycles from aryl amines and cyclic ethers using I2/NaH2PO2 as the mediator. A diverse range of aryl amines and cyclic ethers undergo amination reaction to generate products in good to excellent yields with good functional group tolerance. This reaction can be easily scaled up to give N-aryl-substituted azacycles on a gram scale. Further chemical manipulation of the products enabled useful transformations of the quinoline ring, including bromination and acetylation. This journal is

A Highly Selective Palladium-Catalyzed Aerobic Oxidative Aniline-Aniline Cross-Coupling Reaction

The first catalytic oxidative aniline-aniline cross-coupling reaction using oxygen as the terminal oxidant is reported. Anilines possessing a pyrrolidino group can be preferentially oxidized under mild aerobic conditions and reacted with other anilines to afford a variety of nonsymmetrical 2-aminobiphenyls with high selectivities. A heterogeneous palladium catalyst is used for the dehydrogenative cross-coupling of anilines with structurally diverse arenes. This reaction does not require stoichiometric oxidants and is an economical and environmentally friendly method.

Utilization of Cyclic Amides as Masked Aldehyde Equivalents in Reductive Amination Reactions

An operationally simple protocol has been discovered that couples primary or secondary amines with N-aryl-substituted lactams to deliver differentiated diamines in moderate to high yields. The process allows for the partial reduction of a lactam in the presence of Cp2ZrHCl (Schwartz's reagent), followed by a reductive amination between the resulting hemiaminal and primary or secondary amine. These reactions can be telescoped in a one-pot fashion to significantly simplify the operation. The scope of amines and substituted lactams of various ring sizes was demonstrated through the formation of a range of differentiated diamine products. Furthermore, this methodology was expanded to include N-aryl pyrrolidinone substrates with an enantiopure ester group at the 5-position, and α-amino piperidinones were prepared with complete retention of stereochemical information. The development of this chemistry has enabled the consideration of lactams as useful synthons.

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.

Practical heterogeneous photoredox/nickel dual catalysis for C-N and C-O coupling reactions

Efficient C-N and C-O coupling reactions of aryl halides with amines and alcohols have been developed by using the strategy of heterogeneous visible light photoredox and nickel dual catalysis. Obviously, the joint use of inexpensive and bench-stable CdS and nickel salts, together with mild reaction conditions, makes these two transformations attractive for the synthetic community. This heterogeneous dual catalysis system also proved to be successful in the ligand-free catalytic hydroxylation of aryl bromide with water as a nucleophile. The practicality of this protocol is further emphasized by the scaled-up reaction and the reusability of heterogeneous photocatalysts.

N-(1-Oxy-2-picolyl)oxalamic Acid as an Efficient Ligand for Copper-Catalyzed Amination of Aryl Iodides at Room Temperature

N-(1-Oxy-pyridin-2-ylmethyl)oxalamic acid was identified as efficient ligand for CuI-catalyzed amination of aryl halides at room temperature. In our catalytic system, N-arylation of cyclic secondary amines, primary amines, amino acids, and ammonia proceeded with moderate to excellent yields and high functional group tolerance.

Effect of π-electron delocalization on tautomeric equilibria - Benzoannulated 2-phenacylpyridines

Most benzoannulated 2-methylpyridines react with phenyllithium and substituted alkyl benzoates to give the corresponding 2-phenacylpyridines. 3-Methylisoquinoline is transformed into 2-benzoyl-3-methyl-1-phenyl-1,2- dihydroisoquinoline under these conditions, but replacement of phenyllithium with lithium isopropylcyclohexylamide is effective for production of 3-phenacylisoquinolines. Except in the cases of some substituted 6-phenacylphenanthridines, tautomeric mixtures of benzoannulated 2-phenacylpyridines in chloroform solution always contain the ketimine forms. (Z)-2-(2-Hydroxy-2-phenylvinyl)pyridine (enolimine) forms also contribute if the pyridine ring is not benzoannulated or if such annulation is at positions 4,5. On the other hand, (Z)-2-benzoylmethylene-1,2-dihydropyridine (enaminone) forms exist in equilibrium with the ketimine tautomers if the pyridine ring is benzoannulated at positions 3,4 or 5,6, or at both of these locations. As well as the effectiveness of π-electron delocalization, other effects, such as the strength of the intramolecular hydrogen bonding, should also be considered in order to infer the tautomeric preferences. Strongly electron-donating substituents were found to stabilize the ketimine forms in each series. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

BENZAMIDINE DERIVATIVES

Benzamidine derivatives of the following formulae or analogs thereof, i. e., pharmaceutically acceptable salts thereof, are provided. These compounds or salts thereof have a blood-coagulation inhibiting effect based on an excellent effect of inhibiting the action of activated blood coagulation factor X, and they are useful as anticoagulants.