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A flow-based synthesis of diversely functionalized indolizines and their aza-analogues is described. These drug-like heterocycles were generated via a tandem Sonogashira/cycloisomerization sequence, starting from widely available 2-bromopyridines and alkynes, employing a simple catalyst system together with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as base. The use of flow technology allows a straightforward and rapid access to a variety of novel compounds, and enables linear scale-up from milligram- to gram-scales without a decrease in yield. Copyright

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Piperidine – Wikipedia,
Piperidine | C5H3217N – PubChem

 

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The present invention provides a compound represented by the following formula (I); [wherein T represents a single bond, a C1-C4 alkylene group which may have a substituent and the like; formula (I-1) represents a single bond or a double bond; A represents a single bond, a bivalent 5-to 14-membered heterocyclic group which may have a substituent and the like; Y represents a single bond and the like; Z represents a methylene group and the like; ring G represents a phenylene group and the like which may condense with a 5-to 6-membered ring and may have a heteroatom; Ra and Rb are the same as or different from each other and represent a hydrogen atom and the like; W represents a single bond and the like; R’ represents 1 to 4 independent hydrogen atoms and the like; and R” represents 1 to 4 independent hydrogen atoms and the like] or a salt thereof, or a hydrate thereof. ”

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Piperidine – Wikipedia,
Piperidine | C5H3153N – PubChem

 

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2-[(5-Amino-1 H -pyrrol-2-yl)sulfanyl]acetic acid esters have been synthesized in up to 77% yield by the one-pot reaction of lithiated propargylamines with isothiocyanates followed by sequential treatment with t -BuOK-DMSO and alkyl 2-bromoacetates. The process occurs through the initial formation of the thiophene core, followed by its recyclization into the pyrrole nucleus at a higher temperature (ca. 45-60 C).

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Piperidine – Wikipedia,
Piperidine | C5H3219N – PubChem

 

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A series of novel 2H-chromen-2-one derivatives decorated with 1,2,3-triazole moiety were designed and synthesized using the click reaction of azidoalkyloxy-2H-chromen-2-ones with different propargylamines. Propargylamines were obtained by alkylation of various heterocyclic amines with propargyl bromide. Newly synthesized compounds and intermediates were evaluated for their antifungal activity against four fungi (Aspergillus niger, Aspergillus fumigatus, Aspergillus flavus and Candida albicans). Antibacterial studies were also carried out against three Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis and Staphylococcus epidermis) and four Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi and Klebsiella pneumoniae). In vitro, bioassay results showed that all the synthesized compounds exhibited excellent activity against fungal strains Aspergillus fumigatus, Aspergillus flavus and Candida albicans. Interestingly, all the compounds have shown even superior activity than the reference drug miconazole against Aspergillus fumigatus. Morpholine and N-acetyl piperazine containing compounds 10c and 10e have shown promising activity against various bacterial strains. Compound 10e was found to be most active against Pseudomonas aeruginosa. Based on, in silico pharmacokinetic studies, compounds 10a-e were identified as lead compounds for future investigation due to their lower toxicity, high drug score values and good oral bioavailability as per OECD guidelines.

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Piperidine – Wikipedia,
Piperidine | C5H3205N – PubChem

 

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The present disclosure is directed in part to bicyclic heterocycles, such as a compound represented by formula (I) or (II) as disclosed herein, and their use in treating medical disorders, such as immune inflammatory disorders such as Crohn’s disease, ulcerative colitis, rheumatic disorders, psoriasis, and allergies. The compounds are contemplated to modulate T-Cell responses.

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Piperidine – Wikipedia,
Piperidine | C5H3156N – PubChem

 

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1,4-Disubstituted butynes IV-VII were prepared by Mannich reaction of N-(2-propynyl) derivatives of 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, piperidine and azacycloheptane with polyoxymethylene and another heterocyclic amines.Reaction of 3-(1-piperidinyl)-1-propynylmagnesium bromide or 3-(1-azacycloheptyl)-1-propynylmagnesium bromide afforded alcohols X-XIII.

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Piperidine – Wikipedia,
Piperidine | C5H3220N – PubChem

 

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A novel 1,3-amino group migration strategy for the synthesis of acrylamidines is presented. Cu(i) catalyzed reaction of N,N-disubstituted propargylamine with tosylazide generates a highly reactive ketenimine intermediate which is trapped by a tethered amino group leading to the rearrangement reaction.

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Piperidine – Wikipedia,
Piperidine | C5H3211N – PubChem

 

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Hydroboration-alkylation of substituted or unsubstituted propargylamines with thexylalkylboranes rapidly gives good yields of ethylenic amines.A tendency towards rearranged products depends on the basicity of the starting acetylenic amines.Comparatively to corresponding alkynes, acetylenic amines are characterized-by anomalous regioselectivity of the hydroboration, and-by anomalous migratory aptitudes of thexyl and alkyl groups, depending on the amine basicity and modified by addition of trimethylamine oxide.

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Piperidine – Wikipedia,
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Ten silylated acetylenic amines were synthesized and converted into the corresponding tertiary N-oxides by oxidation with m-chloroperbenzoic acid.All compounds were fully characterised by elemental and spectral analyses.The carbon-13 spectra of the silylated acetylenic amines and the N-oxides were analysed and the N-oxidation effect was calculated.

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Piperidine – Wikipedia,
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Hydrosilylation of terminal acetylenes, HC<*>CR (R=CMe3, n-C7H15, SiMe3, Ph, COOEt, CH2N(CH2)4, and CH2N(CH2)5) with 5-dimethylsilylfurfural diethyl acetal (1) gives a mixture of products of both trans-beta- and alpha-addition.When R=CMe3 or SiMe3, the reaction proceeds regio- and stereospecifically to give only the trans-beta-derivatives.The formation of beta-adducts is favored by pronounced electron-donating substituents and steric hindrance at the Calpha atom.Terminal alkenes, H2C=CHR (R=CH2CN, CH2N(CH2)4, CH2N(CH2)5, SiMe3, SiMe(alpha-furyl)2, SiMe2(alpha-thienyl), and SiMe2(5-chloro-2-thienyl)), react with silane 1 to give only the products of beta-addition; the reaction of 1 with H2C=CHCH2NHC6H13-n affords a mixture of beta- and alpha-adducts in a ratio of 1.8:1. – Key words: hydrosilylation; 5-dimethylsilylfurfural diethyl acetal; terminal acetylenes and alkenes; regioselectivity.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H3184N – PubChem