18955-75-4

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 407-25-0 trifluoroacetic anhydride 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 65847-71-4 2-benzofuroyl azide 
• 78140-97-3 2-azidocarbonylbenzothiophene 

Downstream Products

• 2559-41-3 Trifluoracetyl-glyoxylsaeure-aethylester-triphenylphosphazin-⁽²⁾ 
• 1020414-02-1 ethyl 4,4,4-trifluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidenehydrazono)butanoate 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 1215897-62-3 ethyl 5-(4-fluorophenyl)-2-(trifluoromethyl)furan-3-carboxylate 
• 1215897-57-6 1-(2-ethoxy-5-(4-fluorophenyl)furan-3-yl)-2,2,2-trifluoroethanone 
• 1215897-51-0 1-(5-(4-butylphenyl)-2-ethoxyfuran-3-yl)-2,2,2-trifluoroethanone 
• 1215897-59-8 ethyl 5-(4-butylphenyl)-2-(trifluoromethyl)furan-3-carboxylate 
• 672930-51-7 ethyl 5-phenyl-2-(trifluoromethyl)furan-3-carboxylate 
• 1215897-49-6 1-(2-ethoxy-5-phenylfuran-3-yl)-2,2,2-trifluoroethanone 
• 1215897-55-4 1-(2-ethoxy-5-(4-methoxyphenyl)furan-3-yl)-2,2,2-trifluoroethanone 
• 1215897-61-2 ethyl 5-(4-methoxyphenyl)-2-(trifluoromethyl)furan-3-carboxylate 

Relevant academic research and scientific papers

Unexpected trifluoromethylated pyrazoles from ethyl 2-diazo-4,4,4-trifluoroacetoacetate and 1-diethylamino-prop-1-yne

Ethyl 2-diazo-4,4,4-trifluoroacetoacetate reacts with N,N-diethylamino-prop-1-yne via an unusual pathway: the ynamine first reacts with the carbonyl adjacent to CF3, leading to a non-isolated vinyldiazomethane, which undergoes intramolecular cyclisation and then a -shift to afford a pyrazole. - Keywords: Trifluoromethylated pyrazoles; Intramolecular cyclisation; Ynamine reaction; NMR spectroscopy; IR spectroscopy

Microwave-assisted copper-catalyzed stereoselective ring expansion of three-membered heterocycles with α-diazo-β-dicarbonyl compounds

Microwave-assisted copper-catalyzed ring expansions of three-membered heterocycles with α-diazo-β-dicarbonyl compounds were investigated. Thiiranes generated 3-acyl-5,6-dihydro-1,4-oxathiines in the presence of copper sulfate and trans-3-acyl-5,6-dihydro-1,4-oxathiines as stereospecific products for 1,2-disubstituted cis-thiiranes through an intramolecular SN2 process. Oxiranes gave rise to 2-acyl-5,6-dihydro-1,4-dioxines under the catalysis of copper hexafluoroacetylacetonate and cis-3-acyl-5,6-dihydro-1,4-dioxines as stereospecific products for 1,2-disubstituted cis-oxiranes via an intimate ion-pair mechanism. The current method provides a direct and simple strategy in efficient preparation of 3-acyl-5,6-dihydro-1,4-oxathiines and 2-acyl-5,6-dihydro-1,4-dioxines, important agents in medicinal and agricultural chemistry, from readily available thiiranes and oxiranes, respectively.

Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines through ring expansion of thiiranes

Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines has been achieved via reactions of thiiranes and α-diazo-β-1,3-dicarbonyl compounds under microwave and copper sulfate-assisted conditions. The current method provides a direct and simple strategy in efficient preparation of 3-acyl-1,4-oxathiines from readily available thiiranes and trans-3-acyl-5,6-dihydro-1,4-oxathiines as stereospecific products for 1,2-disubstituted cis-thiiranes. The reaction mechanism was also proposed.

INHIBITORS OF WDR5 PROTEIN-PROTEIN BINDING

The present application is directed to compounds of Formula I: compounds comprising these compounds and their uses, for example as medicaments for the treatment of diseases, disorders or conditions mediated or treatable by inhibition of binding between WDR5 protein and its binding partners.

OXAZOLE OREXIN RECEPTOR ANTAGONISTS

The present invention is directed to oxazole compounds which are antagonists of orexin receptors. The present invention is also directed to uses of the oxazole compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The present invention is also directed to pharmaceutical compositions comprising these compounds. The present invention is also directed to uses of these pharmaceutical compositions in the prevention or treatment of such diseases in which orexin receptors are involved.

OXAZOLE OREXIN RECEPTOR ANTAGONISTS

The present invention is directed to oxazole compounds which are antagonists of orexin receptors. The present invention is also directed to uses of the oxazole compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The present invention is also directed to pharmaceutical compositions comprising these compounds. The present invention is also directed to uses of these pharmaceutical compositions in the prevention or treatment of such diseases in which orexin receptors are involved.

Design and synthesis of close analogs of LCRF-0004, a potent and selective RON receptor tyrosine kinase inhibitor

Abstract New carboxamide head group analogs of thieno[3,2-b]pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Potent and selective inhibitors of RON enzyme versus c-Met RTK were obtained.

Two-stage synthesis of 3-(perfluoroalkyl)-substituted vinyldiazocarbonyl compounds and their nonfluorinated counterparts: A comparative study

Two approaches for the synthesis of fluorinated (F) and nonfluorinated (H) 4-(alkoxycarbonyl)-substituted cis- and trans-vinyldiazocarbonyl compounds with substituents of variable stereoelectronic nature (H, Me, Ph, CF3, OTBS) at the C-3 atom of the vinyl double bond from the relevant 1,3-dicarbonyl compounds were compared: a pathway using the Wittig reaction followed by a diazo transfer reaction was most efficient for the synthesis of the H-vinyldiazocarbonyl compounds (total yields of up to 60%), while the yields of their F-analogues under similar conditions did not exceed 16-37%. An approach via diazo transfer followed by the Wittig reaction, in contrast, is more effective for the preparation of F-vinyldiazocarbonyl compounds (total yields 37-69%). The configuration of the resulting F- and H-vinyldiazocarbonyl compounds is evidently controlled by the steric bulk of the substituent at the C-3 atom of the vinyl double bond and, in addition, depends on the specific synthetic pathway. Georg Thieme Verlag Stuttgart . New York.

Diverse trifluoromethyl heterocycles from a single precursor

Ethyl 2-diazo-4,4,4-trifluoro-3-oxobutanoate is a highly versatile intermediate for the synthesis of a wide range of trifluoromethyl heterocycles. With the use of rhodium(II) or copper(II) catalyzed carbene X-H insertion reactions as key steps, a diverse

Facile synthesis of fluorinated benzofuro- and benzothieno[2,3-b]pyridines, α-carbolines and nucleosides containing the α-carboline framework

Fluorinated benzofuro[2,3-b]pyridines, benzothieno[ 2,3-b]pyridines and 9H-pyrido[2,3-b]indoles (α-carbolines) were synthesized via regiospecific pyridine core annulation of a number of fluoro-containing 1,3-CCC- dielectrophiles to benzofuran-2-amine, benzothiophen-2-amine and 1H-indol-2-amine. Based on the 2,4-bis(trifluoromethyl)-9H-pyrido[2,3-b]indole thus synthesized, the preparative approach towards a set of nucleosides and nucleoside mimetics bearing the α-carboline framework was elaborated. Georg Thieme Verlag Stuttgart.