865692-66-6

Basic information

• Product Name: ethyl (E)-3-(pyrimidin-2-yl)propenoate
• Synonyms: ethyl (E)-3-(pyrimidin-2-yl)propenoate
• CAS NO: 865692-66-6
• Molecular Weight: 178.191
• Mol File: 865692-66-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ethyl (E)-3-(pyrimidin-2-yl)propenoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (E)-3-(pyrimidin-2-yl)propenoate(865692-66-6)
• EPA Substance Registry System: ethyl (E)-3-(pyrimidin-2-yl)propenoate(865692-66-6)

Safety Data

• Hazardous Substances Data: 865692-66-6(Hazardous Substances Data)

Upstream product

• 289-95-2 PYRIMIDINE 
• 140-88-5 ethyl acrylate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 27427-92-5 pyrimidine-2-carbaldehyde 
• 34253-03-7 pyrimidine-2-carboxylic acid methyl ester 
• 14080-23-0 2-cyanopyrimidine 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Relevant articles and documents

Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites

The Fujiwara-Moritani reaction has had a profound contribution in the emergence of contemporary C-H activation protocols. Despite the applicability of the traditional approach in different fields, the associated reactivity and regioselectivity issues had

DERIVATIVES OF PIPERLONGUMINE AND USES THEREOF

The present invention relates to a group of 1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3- dihydropyridin-6-one (piperlongumine) derivatives, analogs and pharmaceutically acceptable salts thereof. The present invention also relates to processes for preparing the same; a pharmaceutical composition and formulation containing a derivative of piperlogumine; and use of the derivatives and analogs for treating cancer.

Regioselectivity of Michael additions to 3-(pyridin-3-yl or pyrimidin-2-yl)-propenoates and their N-oxides - Experimental and theoretical studies

We demonstrate that nucleophilic addition to α,β-unsaturated carbonyl compounds can be redirected from the usual β-carbon (Michael) to an α-carbon regioselectivity by attaching a π-deficient aromatic substituent to the β-carbon atom. In particular, propanethiol addition to 3-(pyridin-3-yl or pyrimidin-2-yl)propenoate gives a β-carbon adduct, while addition to the corresponding more π-deficient N-oxides gives the α-adduct or a mixture of α- and β-adducts. This adds to the number of carbon-carbon bond-forming reactions at the α-position of Michael receptors documented recently. Density functional calculations reveal that the regioselectivity is due to a combination of reduction of the barrier for α-addition and increase of the barriers for β-addition and carbonyl addition as the π-deficient character of the aromatic substituent is increased. The calculations predict a significant solvent effect on the regioselectivity in some cases. The regioselectivity is also consistent with Hammett constants σ-. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.