74944-29-9

Usage

InChI:InChI=1/C13H9N3O/c17-9-11-12(10-5-2-1-3-6-10)15-13-14-7-4-8-16(11)13/h1-9H

Upstream product

• 74944-21-1 2-Phenyl-3-(2,2,2-trichloro-1-hydroxyethyl)imidazo<1,2-a>pyrimidine 
• 84542-96-1 trans-1,2-Epoxy-3-oxo-3-phenylprop-1-ylphosphonsaeurediisopropylester 
• 70-11-1 α-bromoacetophenone 
• 15764-47-3 2-phenylimidazo(1,2-a)pyrimidine 
• 68-12-2 N,N-dimethyl-formamide 
• 89020-99-5 (3-Benzoyl-oxiranyl)-phosphonic acid diisopropyl ester 
• 70508-79-1 (E)-3-Oxo-3-phenyl-1-propenyl-phosphonsaeure-diisopropylester 
• 89021-09-0 pyrimidin-3-yl)methyl>phosphonsaeure-diisopropylester 

Downstream Products

• 127801-89-2 ethyl 2-phenylimidazo<1,2-a>pyrimidine-3-carboxylate 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of imidazopyridine/imidazopyrimidine-benzimidazole conjugates as potential anticancer agents

A series of imidazopyridine/imidazopyrimidine-benzimidazole conjugates (11a-t) were synthesized and evaluated for their antiproliferative activity. All of these conjugates showed moderate to improved cytotoxic activity against the human cervical (Hela), l

Dialkyl (1,2-Epoxy-3-oxoalkyl)phosphonates as Synthons for Heterocyclic Carbonyl Compounds: Synthesis of Acyl-Substituted Thiazoles, Indolizines, Imidazopyridines and Imidazopyrimidines

Dialkyl phosphonates (1) react with H2O2/Na2CO3 to give the corresponding trans-1,2-epoxy derivatives 2.These, on reaction with thioamides 4-7, afford (1-hydroxy-1-thiazolylalkyl)phosphonates 8-11, with ethyl α-pyridylacetate (indolizinylalkyl)phosphonates 19, with 2-aminopyridine (imidazopyridinylalkyl)phosphonates 20 (together with the α-amino compounds 22) and with 2-aminopyrimidine the (imidazopyrimidinylalkyl)phosphonates 21.On treatment with alkali or by pyrolysis the (1-hetaryl-1-hydroxyalkyl)phosphonates 9-11 and 19-21 yield the corresponding acyl-substituted heterocycles (thiazoles 13-15 and bicyclic acyl compounds 23-25). - The structure of the bicyclic derivatives 19-25 is assigned from the considerable deshielding of their 5-H NMR signals caused by the electron-rich substituents in peri-3-position.Condensation of the epoxyketones 2 with cytosine results in the isomeric (imidazopyrimidinylalkyl)phosphonates 27 and 28, which can be cleaved to the corresponding aldehydes 29 and 30, respectively.

A NOVEL AND VERSATILE SYNTHESIS OF HETEROCYCLIC ALDEHYDES USING DIALKYL 3-OXO-1-ALKENYL-PHOSPHONATES.

Dialkyl 1,2-epoxy-3-oxoalkyl-phosphonates, easily prepared from the corresponding 1-alkenyl-phosphonates, react with ambident nucleophiles to dialkyl 1-hetaryl-1-hydroxymethyl-phosphonates, which can be transformed to heterocyclic aldehydes.

CHLORAL AS A FORMYLATING AGENT FOR SOME BRIDGE HETEROCYCLES

The interaction of condensed nitrogen-containing bridge systems with chloral has been studied and the high sensitivity of the reaction to the ?-excess of the initial heteroaromatic system has been established.It has been shown that chloral is a convenient