Chemistry Heterocyclic Building Blocks Piperidines Piperidin-2-Ylmethanamine

Piperidin-2-Ylmethanamine

These compounds have the same murcko framework: piperidin-2-ylmethanamine

Acylation: It can react with acyl chlorides or anhydrides to form amides. This reaction is commonly known as the Schotten-Baumann reaction.
Alkylation and Acylation: It can undergo alkylation and acylation reactions with alkyl halides and acyl chlorides, respectively, to form N-substituted derivatives.
Reductive Amination: It can undergo reductive amination, a process where an amine is formed through the condensation of a carbonyl compound (such as an aldehyde or a ketone) with an amine followed by reduction of the imine intermediate.
Mannich Reaction: It can participate in the Mannich reaction, which involves the condensation of an amine, formaldehyde, and a compound containing an acidic proton (like acetophenone or its derivatives) to form β-amino ketones or amines.
Gabriel Synthesis: It can be used in the Gabriel synthesis, where it acts as a nucleophile to react with phthalimide, followed by hydrolysis to yield primary amines.
Hofmann Elimination: Under certain conditions, it can undergo Hofmann elimination to form an alkene by removal of an amine group from a quaternary ammonium salt.
Reduction: It can be reduced to the corresponding secondary amine using reducing agents like hydrogen gas over a metal catalyst (e.g., Raney nickel) or sodium borohydride.
Reactions with Electrophiles: It can react with various electrophiles to form substituted derivatives, such as with alkyl halides to form N-alkylated products or with acyl chlorides to form amides.

Further Reading:

Framework+−

(9H-Fluoren-9-Yl)Methyl Piperidine-1-Carboxylate (E)-N-(3-Oxo-1-Phenyl-3-(Piperidin-1-Yl)Prop-1-En-2-Yl)Benzamide (R)-2-Phenylpiperidine (R)-3-Aminopiperidin-2-One (R)-N-(Piperidin-3-Yl)-7H-Pyrrolo[2,3-D]Pyrimidin-4-Amine (S)-2-Phenylpiperidine (S)-N-Phenylpiperidine-2-Carboxamide 1,3-Dihydrospiro[Indene-2,4'-Piperidine] 1,4'-Bipiperidine 1-((Benzyloxy)Carbonyl)Piperidine-2-Carboxylic Acid 1-((Benzyloxy)Carbonyl)Piperidine-3-Carboxylic Acid 1-(Methylsulfonyl)Piperidine 1-(Phenylsulfonyl)Piperidine 1-(Piperidin-1-Yl)Ethan-1-One 1-(Piperidin-4-Yl)Piperazine 1-Benzyl 3-Methyl Piperidine-1,3-Dicarboxylate 1-Benzyl-N-Methylpiperidin-3-Amine 1-Benzylpiperidin-3-One 1-Benzylpiperidin-4-Amine 1-Benzylpiperidin-4-One 1-Isopropylpiperidine 1-Methyl-4-Phenylpiperidine 1-Methylpiperidin-2-One 1-Oxa-8-Azaspiro[4.5]Decane 1-Phenylpiperidin-2-One 2,2-Dimethylpiperidin-4-One 2,2-Dimethylpiperidine 2,7-Diazaspiro[3.5]Nonane 2,8-Diazaspiro[4.5]Decan-3-One 2,8-Diazaspiro[4.5]Decane 2-(Piperidin-1-Yl)Ethan-1-Amine 2-(Piperidin-1-Yl)Ethan-1-Ol 2-(Piperidin-1-Yl)Pyridine 2-(Piperidin-1-Yl)Pyrimidine 2-(Piperidin-2-Yl)Ethan-1-Ol 2-(Piperidin-4-Yl)Ethan-1-Ol 2-(Piperidin-4-Yl)Pyridine 2-Methylpiperidin-4-One 2-Methylpiperidine 2-Phenylpiperidine 3,3-Difluoropiperidin-4-One 3,3-Difluoropiperidine 3,3-Dimethylpiperidin-4-One 3,3-Dimethylpiperidine 3-(1-Oxoisoindolin-2-Yl)Piperidine-2,6-Dione 3-(Piperidin-1-Yl)Pyridine 3-(Piperidin-4-Yl)-1H-Indazole 3-(Piperidin-4-Yl)-1H-Indole 3-(Piperidin-4-Yl)Pyridine 3-Fluoropiperidin-4-One 3-Fluoropiperidine 3-Methoxypiperidine 3-Methylpiperidin-4-One 3-Methylpiperidine 3-Phenylpiperidine 4,4-Difluoropiperidine 4-(1H-Pyrazol-1-Yl)Piperidine 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,6-Tetrahydropyridine 4-(Azetidin-1-Yl)Piperidine 4-(Benzyloxy)Piperidine 4-(Piperidin-1-Yl)Pyrimidine 4-(Pyrrolidin-1-Yl)Piperidine 4-Benzylpiperidine 4-Hydrazineylpiperidine 4-Hydroxypiperidin-2-One 4-Methyl-1-Phenylpiperidine 4-Methylenepiperidine 4-Oxopiperidine-2-Carboxylic Acid 4-Phenylpiperidin-4-Ol 5-Hydroxypiperidin-2-One 6-Azaspiro[2.5]Octane 6-Oxopiperidine-2-Carboxylic Acid 7-Azaspiro[3.5]Nonane Azepane Benzyl (R)-3-Aminopiperidine-1-Carboxylate Benzyl 3-Hydroxypiperidine-1-Carboxylate Benzyl 4-Oxopiperidine-1-Carboxylate Benzyl Piperidin-4-Ylcarbamate Benzyl Piperidine-1-Carboxylate Benzyl-3-Aminopiperidine-1-Carboxylate Ethyl Piperidine-1-Carboxylate Ethyl Piperidine-2-Carboxylate Ethyl Piperidine-3-Carboxylate Ethyl Piperidine-4-Carboxylate Methyl 4-Oxopiperidine-2-Carboxylate Methyl Piperidine-2-Carboxylate Methyl Piperidine-3-Carboxylate N-Benzylpiperidin-4-Amine N-Methylpiperidin-3-Amine N-Phenylpiperidin-4-Amine N-Phenylpiperidine-2-Carboxamide Phenyl(Piperidin-1-Yl)Methanone Phenyl(Piperidin-4-Yl)Methanone Piperidin-2-Ylmethanamine Piperidin-2-Ylmethanol Piperidin-3-Amine Piperidin-3-Ol Piperidin-3-One Piperidin-3-Ylmethanamine Piperidin-3-Ylmethanol Piperidin-4-Amine Piperidin-4-Ol Piperidin-4-Ylmethanamine Piperidin-4-Ylmethanol Piperidine-2,4-Dione Piperidine-2,6-Dione Piperidine-2-Carboxylic Acid Piperidine-3-Carboxamide Piperidine-3-Carboxylic Acid Piperidine-4-Carboxylic Acid Quinuclidine Spiro[Benzo[D][1,3]Oxazine-4,4'-Piperidin]-2(1H)-One Spiro[Chromane-2,4'-Piperidin]-4-One Spiro[Indene-2,4'-Piperidin]-1(3H)-One Spiro[Indoline-3,4'-Piperidin]-2-One Spiro[Indoline-3,4'-Piperidine] Tert-Butyl (2-Oxopiperidin-3-Yl)Carbamate Tert-Butyl (6-Oxopiperidin-3-Yl)Carbamate Tert-Butyl (Piperidin-3-Ylmethyl)Carbamate Tert-Butyl 2-Oxopiperidine-1-Carboxylate Tert-Butyl 3-Bromopiperidine-1-Carboxylate Tert-Butyl 4-Oxopiperidine-1-Carboxylate Tert-Butyl 4-Phenoxypiperidine-1-Carboxylate Tert-Butyl 4-Phenylpiperidine-1-Carboxylate Tert-Butyl Piperidin-3-Ylcarbamate

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Acetylpiperidine Aminopiperidine Benzoylpiperidine Benzylpiperidine Bipiperidine Boc-Piperidine Boronate-Piperidine-Carboxylate Bromopiperidine Carbamoylpiperidine Chloropiperidine Cyanopiperidine Cyclopropylpiperidin Difluoromethyl-Piperidine Difluoropiperidine Dimethylpiperidine Dioxaborolane-Piperidine Dioxopiperidine Ethylpiperidine Ethynylpiperidine Fluoropiperidine Formylpiperidine Hydroxyethyl-Piperidine-Carboxylate Hydroxymethyl-Piperidine-Carboxylate Hydroxypiperidine Indazole-Piperidine-Carboxylate Indoline-Piperidine Isopropylpiperidine Methoxypiperidine Methylenepiperidine Methylpiperidine Oxoethyl-Piperidine-Carboxylate Oxopiperidine Pentamethylpiperidin Phenoxypiperidine Phenyl-Sulfonyl-Piperidine Phenylpiperidine Piperidin-Amine Piperidin-Imidazolyl Piperidine-Benzimidazole Piperidine-Benzofuran Piperidine-Carboxylate Piperidine-Carboxylate-Hydrochloride Piperidine-Carboxylic Acid Piperidine-Ethanol Piperidine-Hydrochloride Piperidine-Indole Piperidine-Methanamine Piperidine-Methanone Piperidine-Nitrile Piperidine-Piperidine Piperidine-Propanol Piperidine-Pyrimidine Piperidine-Triazole Piperidineacetic Piperidinecarboxylate Piperidinecarboxylic Piperidinemethanol Piperidinone Piperidinyl-Phenyl-Boronic Acid Piperidinyl-Phenyl-Boronic Acid/Ester Piperidinyl-Phenyl-Boronic-Acid Propylpiperidine Pyrazole-Piperidine Pyridin-Piperidine Spiro-Benzofuran-Piperidine Tetrahydropyrazolopyridine Tetramethylpiperidine Trifluoromethyl-Phenyl-Piperidine Trifluoromethyl-Piperidine

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Metal Catalysts Piperidines

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