Category: 91419-53-3

Nakajima, Noriyuki; Saito, Miho; Ubukata, Makoto published the artcile< Activated dimethyl sulfoxide dehydration of amide and its application to one-pot preparation of benzyl-type perfluoroimidates>, Category: piperidines, the main research area is amide dehydration DMSO oxalyl chloride triethylamine nitrile preparation; imidate perfluoro preparation amide dehydration; methoxybenzyl perfluoro imidate alc protection.

Various types of primary amides were treated with an activated DMSO species, (COCl)2-DMSO and Et3N, as a dehydrating agent to obtain nitriles in excellent yield. This dehydration system was extended to a one-pot preparation of perfluoro imidates via volatile perfluoro nitriles from perfluoro amides. Fifteen benzyl-type perfluoro imidates were prepared in 70-90% yield as more stable imidates than the trichloro analog. MPM- and DMPM-perfluoro imidates can be used to protect alcs. in place of the trichloroacetimidate with excellent chem. properties and in comparable yields.

Tetrahedron published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Nakajima, Noriyuki; Ubukata, Makoto published the artcile< Preparation of nitriles from primary amides under Swern oxidation conditions>, Related Products of 91419-53-3, the main research area is Swern oxidation carboxamide; nitrile preparation.

In order to establish a mild conversion method of primary amides to nitriles, various types of carboxamides were treated under Swern oxidation conditions, (COCl)2-DMSO and Et3N, as a dehydrating agent to obtain desired nitriles in 75-96% yields.

Tetrahedron Letters published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Related Products of 91419-53-3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Richard Y.; Bae, Minwoo; Buchwald, Stephen L. published the artcile< Mechanistic Insight Facilitates Discovery of a Mild and Efficient Copper-Catalyzed Dehydration of Primary Amides to Nitriles Using Hydrosilanes>, Application of C11H18N2O2, the main research area is copper catalyst dehydration primary amide hydrosilane; nitrile preparation.

Metal-catalyzed silylative dehydration of primary amides is an economical approach to the synthesis of nitriles. A copper-hydride(CuH)-catalyzed process is reported that avoids a typically challenging 1,2-siloxane elimination step, thereby dramatically increasing the rate of the overall transformation relative to alternative metal-catalyzed systems. This new reaction proceeds at ambient temperature, tolerates a variety of metal-, acid-, or base-sensitive functional groups and can be performed using a simple ligand, inexpensive siloxanes and low catalyst loading.

Journal of the American Chemical Society published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Application of C11H18N2O2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Yu, Tao; Tagat, Jayaram R.; Kerekes, Angela D.; Doll, Ronald J.; Zhang, Yonglian; Xiao, Yushi; Esposite, Sara; Belanger, David B.; Curran, Patrick J.; Mandal, Amit K.; Siddiqui, M. Arshad; Shih, Neng-Yang; Basso, Andrea D.; Liu, Ming; Gray, Kimberly; Tevar, Seema; Jones, Jennifer; Lee, Suining; Liang, Lianzhu; Ponery, Samad; Smith, Elizabeth B.; Hruza, Alan; Voigt, Johannes; Ramanathan, Lata; Prosise, Winifred; Hu, Mengwei published the artcile< Discovery of a Potent, Injectable Inhibitor of Aurora Kinases Based on the Imidazo-[1,2-a]-Pyrazine Core>, Category: piperidines, the main research area is imidazopyrazine pyrazolyl isothiazolylamino derivative preparation aurora kinase inhibition activity; pyrazolyl isothiazolylamino imidazopyrazine solubility antitumor activity; Aurora kinase inhibitors; SCH 1473759; aqueous solubility; cell potency; imidazo-[1,2-a]-pyrazine; tumor xenograft model.

The imidazo-[1,2-a]-pyrazine I is a dual inhibitor of Aurora kinases A and B with modest cell potency (IC50 = 250 nM) and low solubility (5 μM). Lead optimization guided by the binding mode led to the acyclic amino alc. II (SCH 1473759), which is a picomolar inhibitor of Aurora kinases (TdF Kd Aur A = 0.02 nM and Aur B = 0.03 nM) with improved cell potency (phos-HH3 inhibition IC50 = 25 nM) and intrinsic aqueous solubility (11.4 mM). It also demonstrated efficacy and target engagement in human tumor xenograft mouse models.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Blahun, Oleksandr P.; Melnychenko, Heorhii; Kuchkovska, Yuliya O.; Zhersh, Serhii; Tolmachev, Andrey A.; Grygorenko, Oleksandr O. published the artcile< Synthesis of Functionalized Bridged Bicyclic Sulfonamides with a Bridgehead Nitrogen Atom>, Quality Control of 91419-53-3, the main research area is dioxothiazabicycloalkanecarboxylate bridged sultam preparation.

Sultams with bridgehead nitrogen atoms such as I and II were prepared Dioxothiazabicycloalkanecarboxylic acids such as I with carboxylic acid-substituted bridgehead atoms were prepared in seven steps from Boc-protected azaheterocyclylcarbonitriles such as tert-Bu 3-cyano-1-pyrrolidinecarboxylate by chloromethylation, substitution with a thiolate, oxidative chlorination, substitution of the sulfonyl chloride with fluoride, Boc deprotection, base-mediated cyclization, and nitrile hydrolysis. Dioxothiazabicycloalkanecarboxylic acids such as I with carboxylic acid-substituted bridging atoms were prepared by carboxylation of bridged sultams [prepared in six steps by literature procedures from Boc-protected (hydroxymethyl)azacycles]. Two approaches to the synthesis of functionalized bridged bicyclic sulfonamides with a bridgehead nitrogen atom were developed. Both types of bridged sultams were prepared on > 1g scales.

European Journal of Organic Chemistry published new progress about Carboxylation. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Quality Control of 91419-53-3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kalliokoski, Tuomo; Rummakko, Petteri; Rantanen, Marja; Blaesse, Michael; Augustin, Martin; Ummenthala, Goverdhan Reddy; Choudhary, Sapan; Venalainen, Jarkko published the artcile< Discovery of sulfonamides and 9-oxo-2,8-diazaspiro[5,5]undecane-2-carboxamides as human kynurenine aminotransferase 2 (KAT2) inhibitors>, Application In Synthesis of 91419-53-3, the main research area is human kynurenine aminotransferase 2 KAT2 reversible inhibitor virtual screening; Human kynurenine aminotransferase 2; KAT2; Reversible inhibitor; Virtual screening.

Human kynurenine aminotransferase 2 (KAT2) inhibitors could be potentially used to treat the cognitive deficits associated with bipolar disease and schizophrenia. Although, there has been active drug research activity by several industrial and academic groups in developing KAT2 inhibitors over the years, no such compound has proceeded to the clinics. Here, we report two different chem. series of reversible KAT2 inhibitors with sub-micromolar activities. The first series was identified by a high-throughput screening of a diverse random library and the second one by structure-based virtual screening. Two novel crystal structures of KAT2 complexed with different reversible inhibitors were also deposited to the Protein databank which could be useful for future drug discovery efforts.

Bioorganic & Medicinal Chemistry Letters published new progress about Bipolar disorder. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Application In Synthesis of 91419-53-3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Yu, Tao; Tagat, Jayaram R.; Kerekes, Angela D.; Doll, Ronald J.; Zhang, Yonglian; Xiao, Yushi; Esposite, Sara; Belanger, David B.; Curran, Patrick J.; Mandal, Amit K.; Siddiqui, M. Arshad; Shih, Neng-Yang; Basso, Andrea D.; Liu, Ming; Gray, Kimberly; Tevar, Seema; Jones, Jennifer; Lee, Suining; Liang, Lianzhu; Ponery, Samad; Smith, Elizabeth B.; Hruza, Alan; Voigt, Johannes; Ramanathan, Lata; Prosise, Winifred; Hu, Mengwei published the artcile< Discovery of a Potent, Injectable Inhibitor of Aurora Kinases Based on the Imidazo-[1,2-a]-Pyrazine Core>, Product Details of C11H18N2O2, the main research area is imidazopyrazine pyrazolyl isothiazolylamino derivative preparation aurora kinase inhibition activity; pyrazolyl isothiazolylamino imidazopyrazine solubility antitumor activity; Aurora kinase inhibitors; SCH 1473759; aqueous solubility; cell potency; imidazo-[1,2-a]-pyrazine; tumor xenograft model.

The imidazo-[1,2-a]-pyrazine I is a dual inhibitor of Aurora kinases A and B with modest cell potency (IC50 = 250 nM) and low solubility (5 μM). Lead optimization guided by the binding mode led to the acyclic amino alc. II (SCH 1473759), which is a picomolar inhibitor of Aurora kinases (TdF Kd Aur A = 0.02 nM and Aur B = 0.03 nM) with improved cell potency (phos-HH3 inhibition IC50 = 25 nM) and intrinsic aqueous solubility (11.4 mM). It also demonstrated efficacy and target engagement in human tumor xenograft mouse models.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Product Details of C11H18N2O2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Blahun, Oleksandr P.; Melnychenko, Heorhii; Kuchkovska, Yuliya O.; Zhersh, Serhii; Tolmachev, Andrey A.; Grygorenko, Oleksandr O. published the artcile< Synthesis of Functionalized Bridged Bicyclic Sulfonamides with a Bridgehead Nitrogen Atom>, Recommanded Product: tert-Butyl 3-cyanopiperidine-1-carboxylate, the main research area is dioxothiazabicycloalkanecarboxylate bridged sultam preparation.

Sultams with bridgehead nitrogen atoms such as I and II were prepared Dioxothiazabicycloalkanecarboxylic acids such as I with carboxylic acid-substituted bridgehead atoms were prepared in seven steps from Boc-protected azaheterocyclylcarbonitriles such as tert-Bu 3-cyano-1-pyrrolidinecarboxylate by chloromethylation, substitution with a thiolate, oxidative chlorination, substitution of the sulfonyl chloride with fluoride, Boc deprotection, base-mediated cyclization, and nitrile hydrolysis. Dioxothiazabicycloalkanecarboxylic acids such as I with carboxylic acid-substituted bridging atoms were prepared by carboxylation of bridged sultams [prepared in six steps by literature procedures from Boc-protected (hydroxymethyl)azacycles]. Two approaches to the synthesis of functionalized bridged bicyclic sulfonamides with a bridgehead nitrogen atom were developed. Both types of bridged sultams were prepared on > 1g scales.

European Journal of Organic Chemistry published new progress about Carboxylation. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Recommanded Product: tert-Butyl 3-cyanopiperidine-1-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kalliokoski, Tuomo; Rummakko, Petteri; Rantanen, Marja; Blaesse, Michael; Augustin, Martin; Ummenthala, Goverdhan Reddy; Choudhary, Sapan; Venalainen, Jarkko published the artcile< Discovery of sulfonamides and 9-oxo-2,8-diazaspiro[5,5]undecane-2-carboxamides as human kynurenine aminotransferase 2 (KAT2) inhibitors>, Application In Synthesis of 91419-53-3, the main research area is human kynurenine aminotransferase 2 KAT2 reversible inhibitor virtual screening; Human kynurenine aminotransferase 2; KAT2; Reversible inhibitor; Virtual screening.

Human kynurenine aminotransferase 2 (KAT2) inhibitors could be potentially used to treat the cognitive deficits associated with bipolar disease and schizophrenia. Although, there has been active drug research activity by several industrial and academic groups in developing KAT2 inhibitors over the years, no such compound has proceeded to the clinics. Here, we report two different chem. series of reversible KAT2 inhibitors with sub-micromolar activities. The first series was identified by a high-throughput screening of a diverse random library and the second one by structure-based virtual screening. Two novel crystal structures of KAT2 complexed with different reversible inhibitors were also deposited to the Protein databank which could be useful for future drug discovery efforts.

Bioorganic & Medicinal Chemistry Letters published new progress about Bipolar disorder. 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Application In Synthesis of 91419-53-3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Richard Y.; Bae, Minwoo; Buchwald, Stephen L. published the artcile< Mechanistic Insight Facilitates Discovery of a Mild and Efficient Copper-Catalyzed Dehydration of Primary Amides to Nitriles Using Hydrosilanes>, Name: tert-Butyl 3-cyanopiperidine-1-carboxylate, the main research area is copper catalyst dehydration primary amide hydrosilane; nitrile preparation.

Metal-catalyzed silylative dehydration of primary amides is an economical approach to the synthesis of nitriles. A copper-hydride(CuH)-catalyzed process is reported that avoids a typically challenging 1,2-siloxane elimination step, thereby dramatically increasing the rate of the overall transformation relative to alternative metal-catalyzed systems. This new reaction proceeds at ambient temperature, tolerates a variety of metal-, acid-, or base-sensitive functional groups and can be performed using a simple ligand, inexpensive siloxanes and low catalyst loading.

Journal of the American Chemical Societypublished new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 91419-53-3 belongs to class piperidines, and the molecular formula is C11H18N2O2, Name: tert-Butyl 3-cyanopiperidine-1-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem