70526-06-6

Basic information

• Product Name: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate
• Synonyms: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate
• CAS NO: 70526-06-6
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.24748
• Mol File: 70526-06-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 263.1±19.0 °C(Predicted)
• Appearance: /
• Density: 1.036±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.56±0.20(Predicted)
• CAS DataBase Reference: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(70526-06-6)
• EPA Substance Registry System: (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate(70526-06-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 70526-06-6(Hazardous Substances Data)

Usage

General Description

(Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate is a chemical compound with the molecular formula C10H17NO2. It is commonly used as a pharmaceutical intermediate and a building block in organic synthesis. The compound is a derivative of pyrrolidine, a five-membered heterocyclic compound containing a nitrogen atom. It is an ester derivative with a but-2-enoate moiety, which is a functional group commonly found in organic compounds. (Z)-ethyl 3-(pyrrolidin-1-yl)but-2-enoate has potential applications in the synthesis of various pharmaceuticals and functional materials due to its unique chemical structure.

Upstream product

• 123-75-1 pyrrolidine 
• 141-97-9 ethyl acetoacetate 
• 4341-76-8 Ethyl 2-butynoate 

Downstream Products

• 17147-42-1 ethyl 3,5-dimethylisoxazole-4-carboxylate 
• 158261-95-1 3-Pyrrolidino-1-butanol 
• 610-89-9 2-acetyl-pent-4-enoic acid ethyl ester 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 91956-03-5 ethyl 3-(2-nitrophenyl)-5-methylisoxazole-4-carboxylate 
• 181058-87-7 3-diphenylhydrazono-butyric acid ethyl ester 
• 89-25-8 edaravone 
• 623-73-4 diazoacetic acid ethyl ester 
• 159770-26-0 ethyl 5-bromomethyl-3-methyl-4-isoxazolecarboxylate 
• 479077-33-3 4-ethoxycarbonyl-5-methyl-3-pyridin-4-yl-isoxazole 
• 412305-67-0 5-methyl-3-[3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-isoxazole-4-carboxylic acid ethyl ester 
• 1143-82-4 ethyl 5-methyl-3-phenylisoxazole-4-carboxylate 
• 917388-43-3 C₁₄H₁₅NO₄ 
• 495417-30-6 ethyl 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxylate 

Relevant articles and documents

Enamines as Surrogates of Alkene Carbanions for the Reductive Alkenylation of Secondary Amides: An Approach to Allylamines

A new strategy to construct allylamines through reductive alkenylation of secondary amides with enamines is reported. The method features the use of trifluoromethanesulfonic anhydride as an activation reagent of amides, and enamines as unconventional alkenylation reagents. In this manner, enamines serve as surrogates of alkene carbanions instead of the classical enolates equivalents. A possible mechanism involving a Hoffmann-like elimination of the amine-borane complex intermediate is proposed.

Easily available nickel complexes as catalysts for the intermolecular hydroamination of alkenes and alkynes

A series of nickel complexes of the type [(P-P)NiX2] ((P-P) = bisphospines or bisphosphites, X = chloride, triflate) were used as catalysts for the hydroamination of both activated and unactivated alkenes and alkynes with pyrrolidine. In general, the use of activated unsaturations, such as acrylonitrile, required mild reaction conditions (e.g. 100 °C and 4 h) in comparison with other non-activated alkenes. Particularly with a series of alkynes, the use of nickel(ii) centers diminished or even inhibited the formation of otherwise undesired homocoupling and/or transfer hydrogenation by-products, such as the ones obtained in the presence of zerovalent nickel. When using less activated substrates, better selectivity was obtained, although harsher reaction conditions were needed. From a general perspective, the results of this report strongly support the potential use of nickel as a good candidate for further application in the hydroamination of organic unsaturations by means of screening of several π acceptor ligands. The Royal Society of Chemistry.

New methodologies for the synthesis of 3-acylpyridone metabolites

A core isoxazolo[4,3-c]pyridin-4-one scaffold is prepared and elaborated at C-3(Me) and C-7 as a masked building block for 3-acylpyridin-2-ones related to the acylpyridone natural products Georg Thieme Verlag Stuttgart.