Chemistry Heterocyclic Building Blocks Pyrrolidines

Pyrrolidines

Pyrrolidine, which has the molecular formula (CH2)4NH, is an organic compound that goes by the name tetrahydropyrrole. It belongs to the category of cyclic secondary amines and is classified as a saturated heterocycle.

Pyrrolidine exhibits typical basicity observed in other dialkyl amines. However, due to its cyclic structure, it is more compact than many secondary amines, which distinguishes it from them.

Pyrrolidine serves as a foundational component for constructing intricate organic molecules. It operates by producing enamines, which activate ketones and aldehydes and enable nucleophilic addition. This mechanism, such as the Stork enamine alkylation, can be employed in synthesizing complex organic compounds.

Due to its wide range of promising biological activities such as antitumor, analgesic, anti-inflammatory, antimicrobial, antioxidant, and antihistaminic activities, drugs containing pyrrolidine as a core structure have garnered interest.

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By Key Group+−

(R)-1-amino-2-(methoxymethyl)pyrrolidine (S)-1-amino-2-(methoxymethyl)pyrrolidine 1-(prop-1-en-2-yl)pyrrolidine acetylpyrrolidine aminopyrrolidine benzhydrylpyrrolidine benzylpyrrolidine bipyrrolidine bromopyrrolidine carbamoylpyrrolidine cyanopyrrolidine difluoropyrrolidine dihydroxypyrrolidine dimethylpyrrolidine dioxaborolane-pyrrolidine dioxopyrrolidin ethylpyrrolidine fluoropyrrolidine formylpyrrolidine hydroxypyrrolidine mercaptopyrrolidine methoxypyrrolidine methyl 2-pyrrolidone-5(S)-carboxylate methylenepyrrolidine methylpyrrolidine N-bromosuccinimide N-chlorosuccinimide N-hydroxysuccinimide N-iodosuccinimide N-methyl-2-pyrrolidinone N-phenylmaleimide other-pyrrolidine phenoxypyrrolidine phenylpyrrolidine pyridine-pyrrolidine pyrrolidine-benzene-boronic-acid pyrrolidine-carboxylate pyrrolidine-carboxylic acid pyrrolidine-hydrochloride pyrrolidine-methanol pyrrolidine-pyrimidine pyrrolidinone trifluoromethyl-phenyl-pyrrolidine

By Parent Nucleus+−

Aliphatic Heterocycles Aromatic Heterocycles Azetidines Epoxides Guanidines Imidazoles Indazoles Indoles Other Aliphatic Heterocycles Other Aromatic Heterocycles Oxadiazoles Oxetanes Piperidines Pyrazines Pyrazoles Pyridines Pyrimidines Pyrrolines Quinolines Spiroes Tetrahydropyrans Thiazoles

By Functional Group+−

Alcohols Aldehydes Alkenyls Alkynyls Amides Amines Aryls Bromides Carboxylic Acid Salts Carboxylic Acids Chiral Building Blocks Chlorides Esters Ethers Fluorinated Building Blocks Hydrazides Hydrazines Iodides Ketones Nitriles Nitroes Organoboron Phenols Phosphoruses Sulfamides Sulfides Sulfonates Sulfones Thiols Trifluoromethyls Ureas

Framework+−

(3aR,6aS)-octahydrocyclopenta[c]pyrrole (9H-fluoren-9-yl)methyl pyrrolidine-1-carboxylate (R)-1-((benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid (R)-2-benzhydrylpyrrolidine (R)-3-(pyrrolidin-2-yl)pyridine (R)-3-benzylpyrrolidine (R)-3-phenylpyrrolidine (S)-2-benzhydrylpyrrolidine (S)-3-phenylpyrrolidine (S)-N-(((S)-tetrahydro-2H-pyran-2-yl)methyl)pyrrolidine-2-carboxamide (S)-N-(4-(thiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (S)-N-phenethyl-3-(pyrrolidin-2-yl)propanamide 1-((benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid 1-(3-chlorophenyl)pyrrolidine 1-(phenylsulfonyl)pyrrolidine 1-(pyrrolidin-1-yl)ethan-1-one 1-benzyl 2-methyl pyrrolidine-1,2-dicarboxylate 1-benzylpyrrolidin-2-one 1-benzylpyrrolidine 1-methylpyrrolidin-2-one 1-phenylpyrrolidin-2-one 2,2-dimethylpyrrolidine 2,5-dioxopyrrolidin-1-yl ((benzyloxy)carbonyl)glycinate 2,5-dioxopyrrolidin-1-yl benzoate 2,8-diazaspiro[4.5]decan-3-one 2-((3-phenylpropyl)amino)-1-(pyrrolidin-1-yl)ethan-1-one 2-(2-chlorophenyl)pyrrolidine 2-(2-fluorophenyl)pyrrolidine 2-(3-fluorophenyl)pyrrolidine 2-(methoxymethyl)pyrrolidine 2-(pyrrolidin-1-yl)benzoic acid 2-(pyrrolidin-1-yl)pyridine 2-(pyrrolidin-1-yl)pyrimidine 2-(pyrrolidin-2-yl)acetic acid 2-(pyrrolidin-2-yl)pyridine 2-(pyrrolidin-3-yl)acetic acid 2-amino-1-(pyrrolidin-1-yl)ethan-1-one 2-azabicyclo[2.2.1]heptane 2-methyl-1-phenyl-1H-pyrrole 2-methylpyrrolidine 3,3-difluoropyrrolidine 3-(pyrrolidin-2-yl)pyridine 3-aminopyrrolidin-2-one 3-bromopyrrolidine 3-hydroxypyrrolidin-2-one 3-phenoxypyrrolidine 3-phenyl-1-(pyrrolidin-1-yl)propan-1-one 3-phenylpyrrolidine 4-(hydroxymethyl)pyrrolidin-2-one 4-(pyrrolidin-1-yl)aniline 4-(pyrrolidin-1-yl)piperidine 4-hydroxypyrrolidin-2-one 4-phenylpyrrolidin-2-one 4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 5-(aminomethyl)pyrrolidin-2-one 5-(hydroxymethyl)pyrrolidin-2-one 5-azaspiro[2.4]heptane 5-oxopyrrolidine-2-carboxylic acid 6-azaspiro[3.4]octane benzyl (R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate benzyl (R)-3-aminopyrrolidine-1-carboxylate benzyl (S)-pyrrolidin-3-ylcarbamate benzyl 3-hydroxypyrrolidine-1-carboxylate benzyl-2-(hydroxymethyl)pyrrolidine-1-carboxylate benzyl-3-aminopyrrolidine-1-carboxylate ethyl 5-oxopyrrolidine-2-carboxylate hexahydro-1H-pyrrolizine methyl 5-oxopyrrolidine-2-carboxylate methyl prolinate methyl pyrrolidine-3-carboxylate N,N-dimethylpyrrolidin-3-amine N-methylpyrrolidin-3-amine octahydrocyclopenta[c]pyrrole phenyl(pyrrolidin-1-yl)methanone proline pyrrolidin-2-ylmethanamine pyrrolidin-2-ylmethanol pyrrolidin-3-ol pyrrolidin-3-ylmethanamine pyrrolidin-3-ylmethanol pyrrolidine-2-carbonitrile pyrrolidine-2-carboxamide pyrrolidine-3-carbonitrile pyrrolidine-3-carboxylic acid tert-butyl (2-oxopyrrolidin-3-yl)carbamate tert-butyl (5-oxopyrrolidin-3-yl)carbamate tert-butyl 2-oxopyrrolidine-1-carboxylate tert-butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate tert-butyl 3-hydroxypyrrolidine-1-carboxylate tert-butyl 3-methoxypyrrolidine-1-carboxylate tert-butyl pyrrolidin-3-ylcarbamate tert-butyl pyrrolidine-1-carboxylate

By Chemical Elements+−

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    Nx
    Ox
    Fx
    Six
    Px
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    By Configuration+−

    (2-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A103286913835-83-397%

    (2-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $68.00/1g

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    (R)-1-Benzyl-5-oxopyrrolidine-3-carboxylic acid

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    A1042401217736-39-498%

    (R)-1-Benzyl-5-oxopyrrolidine-3-carboxylic acid

    $83.00/250mg

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    (S)-1-(Phenylsulfonyl)pyrrolidin-3-amine hydrochloride

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    A10699091605250-53-095%

    (S)-1-(Phenylsulfonyl)pyrrolidin-3-amine hydrochloride

    $206.00/250mg

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    4-(Hydroxymethyl)-1-methylpyrrolidin-2-one

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    A11118159887-20-698%

    4-(Hydroxymethyl)-1-methylpyrrolidin-2-one

    $207.00/5g

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    Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate

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    A137586154361-50-998%

    Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate

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    (3-Methyl-4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A13793652377608-95-098%

    (3-Methyl-4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $60.00/250mg

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    Ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate

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    A14731701208081-95-195%

    Ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate

    $58.00/100mg

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    (2R,3R,4R,5R)-2-(4-Amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyltetrahydrofuran-3,4-diyl diacetate

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    A147683161599-46-895%

    (2R,3R,4R,5R)-2-(4-Amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyltetrahydrofuran-3,4-diyl diacetate

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    1-((4-Fluorophenyl)sulfonyl)pyrrolidine-3-carboxylic acid

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    A1530301171916-98-597%

    1-((4-Fluorophenyl)sulfonyl)pyrrolidine-3-carboxylic acid

    $49.00/250mg

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    1-(3-Bromo-4-methylphenylsulfonyl)pyrrolidine

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    A208266850429-75-398%

    1-(3-Bromo-4-methylphenylsulfonyl)pyrrolidine

    $41.00/5g

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    4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

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    A26644110356-76-095%

    4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

    $59.00/1g

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    1-Tosylpyrrolidine

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    A2913156435-78-597%

    1-Tosylpyrrolidine

    $40.00/1g

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    (2-Methyl-4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A3045271217501-51-395%

    (2-Methyl-4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $57.00/250mg

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    1-((4-Bromophenyl)sulfonyl)pyrrolidine

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    A363986136350-52-298%

    1-((4-Bromophenyl)sulfonyl)pyrrolidine

    $43.00/1g

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    (2-Methyl-5-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A411058871333-01-698%

    (2-Methyl-5-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $150.00/1g

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    4-(Pyrrolidin-1-ylsulfonyl)aniline

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    A42606288327-91-798%

    4-(Pyrrolidin-1-ylsulfonyl)aniline

    $134.00/5g

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    1-((3-Bromophenyl)sulfonyl)pyrrolidine

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    A509786214210-14-798%

    1-((3-Bromophenyl)sulfonyl)pyrrolidine

    $219.00/25g

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    (4-Methoxy-3-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A583187874219-52-098%

    (4-Methoxy-3-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $527.00/5g

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    (S)-1-Boc-4-Hydroxy-2-pyrrolidinone

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    A971093320343-58-697%

    (S)-1-Boc-4-Hydroxy-2-pyrrolidinone

    $298.00/1g

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    (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

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    A988612486422-57-598%

    (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

    $124.00/1g

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