92753-34-9

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 4949-44-4 ethyl propanoylacetate 
• 30414-53-0 methyl propanoyl acetate 
• 100-63-0 phenylhydrazine 
• 66696-76-2 5-(1-hydroxypropylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Downstream Products

• 112181-49-4 N-[2,2,2-Trichloro-1-(3-ethyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)-ethyl]-acetamide 
• 109249-29-8 1,2-dihydro-5-ethyl-1-methyl-2-phenyl-3H-pyrazol-3-one 
• 1218782-28-5 3-ethyl-4-hydroxy-1,5-diphenylpyrano[2,3-c]pyrazol-6-one 
• 1610861-73-8 methyl 6-amino-5-cyano-4-(methoxycarbonylmethyl)-1-phenyl-3-ethyl-4H-pyrano[2,3-c]pyrazole-4-carboxylate 

Relevant academic research and scientific papers

Iodine-catalyzed oxidative annulation: Facile synthesis of pyrazolooxepinopyrazolones: Via methyl azaarene sp3C-H functionalization

An iodine-catalyzed methyl azaarene sp3 C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted methyl azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c′]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions

An electrochemical oxidative cross-coupling reaction between 2.5-substituted-pyrazolin-5-ones and ammonium thiocyanate has been developed, which resulted in a series of unprecedented cross-coupling products under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions. It is worth noting that since the resulting cross-coupling products are nearly insoluble in MeCN, the pure product could be afforded without silica gel column purification. In addition, the prepared ammonium oxides are versatile building blocks for synthesizing functionalized pyrazole derivatives.

Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Regioselectivity Switch in Palladium-Catalyzed Allenylic Cycloadditions of Allenic Esters: [4+1] or [4+3] Cycloaddition/Cross-Coupling

The first Pd-catalyzed asymmetric allenylic [4+1] cycloaddition was successfully developed. Alternatively, tuning the Pd catalyst switched the reactivity toward an unprecedented [4+3] cycloaddition/cross-coupling. Ligands play a vital role in controlling the reaction pathway, allowing highly selective access to different products from identical substrates. Biological evaluation of the obtained compounds led to the discovery of new antitumor targets. A possible mechanism is proposed, suggesting two interesting catalytic cycles for the cycloaddition with palladium-butadienyls. This study also demonstrated the potential and utility of allenic esters as 1,4-biselectrophiles and C4 synthons for participating in cycloaddition reactions.

Synthesis of some novel pyrazolopyridooxazine, pyrazoloquinolizines, pyrazoloindolizine and pyrazolopyranopyrimidinone derivatives

Different pyrazolone derivatives were prepared as starting materials for the synthesis of pyrazolopyridooxazine, pyrazoloquinolizines, pyrazoloindolizine, 1,4-oxazinopyrazolines and pyrazolopyranopyrimidinone derivatives via reactions with different reagents applying the one pot multicomponent reaction using microwave and ultrasound irradiation in some cases.

A convenient microwave-assisted propylphosphonic anhydride (T3P mediated one-pot pyrazolone synthesis

This paper describes a facile, efficient, and clean synthesis of various pyrazolones by employing T3P as a catalyst and performing the reaction under microwave irradiation. This two-step, one-pot reaction proceeded readily and tolerated a variety of functional groups. A wide range of pyrazolone derivatives were obtained in good to excellent yields. A one-pot, two-step procedure for the synthesis of pyrazolones is presented. This method, which uses T3P and microwave irradiation, is particularly easy to carry out and offers a notable alternative to the strongly acidic conditions that are generally employed with other synthetic approaches. Copyright

N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines in heterocyclic synthesis. part IX.* novel triazolo-fused thiatriazoles and pyrazolo-fused oxathiazines

N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 reacted with 4-substituted urazoles 2 to give [1,2,4]triazolo[1,2-b] [1,2,3,5]thiatriazoles 3 in a selective 1,2-NN dinucleophilic mode of reaction.The reaction of 1 with N1-substituted pyrazol-5-ones 4 afforded pyrazolo[4,3-e][1,4,3] oxathiazines 5 via selective 1,3-CCO dinucleophilic substitution. Compounds 3 and 5 were the sole products isolated from the respective reactions and both represent new ring systems. CSIRO 2010.

Quinazolin-4-one derivatives

A medicament having an inhibitory activity against hematopoietic prostaglandin D2 synthase, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein X represents a group represented by the formula —N═C(R5)— or the formula —NH—CH(R5)—, R1, R2, R3, and R4 represent a hydrogen atom, a halogen atom, a C1 to C6 alkyl group, or a hydroxy group, R5 represents a C1 to C6 alkyl group or a C6 to C10 aryl group, and R represents an amino group.

Potent hFPRL1 (ALXR) agonists as potential anti-inflammatory agents

We report the discovery of potent agonists for the human formyl-peptide-like 1 receptor (hFPRL1). These compounds did not act at a closely related receptor denoted human formyl peptide receptor (hFPR) up to 10 μM concentration. Recent studies have indicat

PYRAZOLONE COMPOUNDS AS METABOTROPIC GLUTAMATE RECEPTOR AGONISTS FOR THE TREATMENT OF NEUROLOGICAL AND PSYCHIATRIC DISORDERS

Compounds of Formula (I), wherein R1, R2, R3, R4, R5, R6, X, and n are as defined for Formula (I) in the description, processes for the preparation of the compounds and new intermediates employed in the preparation, pharmaceutical compositions containing the compounds, and the use of the compounds in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction.