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Borane-methyl sulfide (BMS) reduction of variously N-substituted succinamic and glutaramic esters affords the corresponding N-substituted pyrrolidines and piperidines in high yields.The limitations, mainly caused by steric hinderance around the amine nitrogen, and putative intermediates involved in this conversion, as detected by incomplete reaction and/or synthesis followed by BMS reduction, indicate that cyclization and amide reduction successfully compete with ester reduction to afford the N-substituted cyclized amines.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H15340N – PubChem

 

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Phospholipases are enzymes that are involved in the hydrolysis of acyl and phosphate esters of phospholipids, generating secondary messengers that have implications in various cellular processes including proliferation, differentiation and motility. As such inhibitors of phospholipases have been widely studied for their use as anti-cancer therapeutics. Phosphatidylcholine-specific phospholipase C (PC-PLC) is implicated in the progression of a number of cancer cell lines including aggressing triple-negative breast cancers. Most current studies on PC-PLC have utilised D609 as the standard inhibitor however it is known to have multiple failings, including poor stability in aqueous media. 2-Morpholinobenzoic acids were recently identified using vHTS as a potential class of lead compounds, with improvements over D609. In this work 129 analogues in this class were prepared and their PC-PLC inhibitory activity was assessed. It was found that the majority of these novel compounds had improved activity when compared to D609 with the most potent inhibitors completely inhibiting enzyme activity. It was determined that the best compound/s contained a morpholino and 2-substituted N-benzyl moieties with these findings explained using molecular modelling. The compounds reported here will allow for improved study of PC-PLC activity.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H15310N – PubChem

 

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With a miniaturized (3 muL volume) fiber-optics based system for on-line measurement by UV/Vis spectroscopy, the reaction rate constants (at different pressures) and the activation volumes (DeltaV?) were determinined for a nucleophilic aromatic substitution and an aza Diels-Alder reaction in a capillary microreactor. The Royal Society of Chemistry 2005.

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Piperidine – Wikipedia,
Piperidine | C5H15268N – PubChem

 

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Apparent dipole moments in benzene of various p-substituted N-phenyl derivatives of pyrrolidine, piperidine, morpholine, and thiomorpholine and of some analogous NN-diethylanilines have been determined.Vector moments along the bisector of angle CH2NCH2 and also in the direction of the major axis of the aromatic ring have been calculated for the parent compounds.The order of magnitude of the latter is N-phenylpyrrolidine>NN-diethylaniline>N-phenylpiperidine>N-phenylmorpholine>N-phenylthiomorpholine.The nature of the heterocycle does not greatly affect the additional moment, mu(add.), along the major axis of the aromatic ring, required to account for the moments of the p-substituted compounds.In each series of compounds, mu(add.) parallels the Hammett substituent constant, ?.

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Piperidine – Wikipedia,
Piperidine | C5H15345N – PubChem

 

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(Equation presented) Aryl triflates are effectively converted to the corresponding anilines under microwave irradiation in 1-methyl-2-pyridone (NMP) without base and catalyst. Aryl triflates substituted with both electron-poor and electron-rich groups give good to excellent yields. It is noteworthy that the halogenated aryl triflates can chemoselectively react with amines to afford halogenated anilines.

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Piperidine – Wikipedia,
Piperidine | C5H15372N – PubChem

 

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Palladium particles immobilised onto a metal oxide support or Pd(0), Pd(II) and [Pd(NH3)4]2+ in NaY zeolite have been prepared and characterised. They exhibit a good activity towards the amination of aryl bromides using secondary amines such as piperidine and diethyl amine with a good regio-selectivity for these reactions. Low Pd concentrations (1 mol%) are required to observe a reasonable regio-selectivity. The catalysts can easily be separated from the reaction mixture (filtration) and reused without loss of activity and selectivity. The electronic nature of the aryl halides plays an important role for both the reaction yields and the regio-control of the reaction. It depends on the relation of the direct amination via a benzyne intermediate versus the Pd-catalysed route.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H15312N – PubChem

 

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Magnetic graphitic carbon nitride, Fe@g-C3N4, has been synthesized by adorning a graphitic carbon nitride (g-C3N4) support with iron oxide via non-covalent interaction. The magnetically recyclable catalyst showed excellent reactivity for the expeditious C-H activation and cyanation of amines.

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Piperidine – Wikipedia,
Piperidine | C5H15320N – PubChem

 

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N-(1-Oxy-pyridin-2-ylmethyl)oxalamic acid was identified as efficient ligand for CuI-catalyzed amination of aryl halides at room temperature. In our catalytic system, N-arylation of cyclic secondary amines, primary amines, amino acids, and ammonia proceeded with moderate to excellent yields and high functional group tolerance.

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Piperidine – Wikipedia,
Piperidine | C5H15317N – PubChem

 

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Carbon nitride (CN)-supported nanosized palladium particles, Pd-CN, have been found to be an active catalyst system for the amination of aryl and pyridyl chloride moieties in the presence of dialkyl amine under mild reaction conditions. The recyclability study of the reaction shows the stable performance of the catalyst without a significant loss of catalytic activity for a couple of cycles.

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Piperidine – Wikipedia,
Piperidine | C5H15338N – PubChem

 

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Pyridin-2-ol-N-oxide was designed as an efficient ligand for the coupling reaction of aryl iodides, aryl bromides and aryl chlorides, respectively, with primary amines, cyclic secondary amines or N-containing heterocycles at room or moderate temperature. The catalytic system showed great functional groups tolerance and excellent selective reactivity.

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Piperidine – Wikipedia,
Piperidine | C5H15306N – PubChem