Pyrrolidines

Pyrrolidines are cyclic secondary amines with a five-membered ring, containing four carbon atoms and one nitrogen atom. The pyrrolidine ring is the central structure of the amino acid proline and its derivatives. Chiral pyrrolidines play an important role both as chiral building blocks for auxiliaries as well as key structures relevant to biologically active substances. Derivatives of the methylpyrrolidinyl fragment are common structural motifs present in several inhibitors and antagonists, including a series of HIV-1 reverse transcriptase inhibitors and histamine H3 receptor and dopamine D4 antagonists. Sigma-Aldrich has a large selection of pyrrolidines as heterocyclic building blocks for organic synthesis and medicinal chemistry, the majority of which are available as racemates or in either enantiomeric form. The presence of a halogen allows these reagents to be used as substrates in various coupling reactions, including Suzuki-Miyaura cross-coupling reactions.

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Pyrrolidines
Chiral Pyrrolidines
Chiral 2,2’-Bipyrrolidines

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CDS020007 3,3,4,4-Tetrafluoropyrrolidine hydrochloride AldrichCPR C4H6ClF4N
694509 3,3-Difluoropyrrolidine hydrochloride 97% C4H7F2N · HCl
721859 3-Bromopyrrolidine hydrobromide 95% C4H9Br2N
CDS019689 1-(2-Bromoethyl)pyrrolidin-2-one AldrichCPR C6H10BrNO
CDS008148 1-(2-Chloroethyl)-pyrrolidine AldrichCPR C6H12ClN
C42807 1-(2-Chloroethyl)pyrrolidine hydrochloride 98% C6H12ClN · HCl
CBR01769 2-(Methoxymethyl)-1-pyrrolidinesulfonyl chloride AldrichCPR C6H12ClNO3S
CBR01706 3-(Bromomethyl)-1-methylpyrrolidine hydrobromide AldrichCPR C6H13Br2N
CBR00819 4-Amino-1-ethylpyrrolidin-2-one hydrochloride AldrichCPR C6H13ClN2O
CBR01278 2-(1-Pyrrolidinyl)acetohydrazide dihydrochloride AldrichCPR C6H15Cl2N3O
CBR00699 1-(1-Methylpyrrolidin-2-yl)methanamine dihydrochloride AldrichCPR C6H16Cl2N2
CBR00679 trans-4-Methoxy-1-methyl-3-pyrrolidinamine dihydrochloride AldrichCPR C6H16Cl2N2O
139521 2-(2-Chloroethyl)-1-methylpyrrolidine hydrochloride 99% C7H14ClN · HCl
CBR00305 3-(Chloromethyl)-1-ethylpyrrolidine AldrichCPR C7H14ClN
CBR01410 (2-Pyrrolidinylmethoxy)acetic acid hydrochloride AldrichCPR C7H14ClNO3
CBR01704 3-(Bromomethyl)-1-ethylpyrrolidine hydrobromide AldrichCPR C7H15Br2N
CBR00820 4-Amino-1-propylpyrrolidin-2-one hydrochloride AldrichCPR C7H15ClN2O
CBR01539 2-(Chloromethyl)-1-ethylpyrrolidine hydrochloride AldrichCPR C7H15Cl2N
CBR01529 2,2,4-Trimethylpyrrolidine hydrochloride AldrichCPR C7H16ClN
CBR01715 Methyl (4S)-4-amino-1-methyl-L-prolinate dihydrochloride AldrichCPR C7H16Cl2N2O2
CBR00676 trans-1-Ethyl-4-methoxy-3-pyrrolidinamine dihydrochloride AldrichCPR C7H18Cl2N2O
CBR01421 3-(1-Pyrrolidinyl)butanoic acid hydrochloride AldrichCPR C8H16ClNO2
CBR01437 3-(Bromomethyl)-1-isopropylpyrrolidine hydrobromide AldrichCPR C8H17Br2N
CBR01012 5-[(Isopropylamino)methyl]pyrrolidin-2-one hydrochloride AldrichCPR C8H17ClN2O
CBR00677 trans-1,3′-Bipyrrolidin-4′-ol dihydrochloride AldrichCPR C8H18Cl2N2O
CBR00675 trans-4-(4-Morpholinyl)-3-pyrrolidinol dihydrochloride AldrichCPR C8H18Cl2N2O2
CBR01357 trans-1-Isopropyl-4-methoxy-3-pyrrolidinamine dihydrochloride AldrichCPR C8H20Cl2N2O
CDS005767 1-(5-Bromo-2-furoyl)pyrrolidine AldrichCPR C9H10BrNO2
722030 1-Boc-3-bromopyrrolidine 96% C9H16BrNO2
721514 (S)-1-Boc-3-fluoropyrrolidine 95% C9H16FNO2
CBR01835 4-(Aminomethyl)-1-tert-butylpyrrolidin-2-one hydrochloride AldrichCPR C9H19ClN2O
CBR01717 1-(3-Pyrrolidinyl)piperidine dihydrochloride AldrichCPR C9H20Cl2N2
CBR01841 trans-4-(1-Piperidinyl)-3-pyrrolidinol dihydrochloride AldrichCPR C9H20Cl2N2O
CBR01565 1-Methyl-4-(3-pyrrolidinyl)piperazine trihydrochloride AldrichCPR C9H22Cl3N3
ADE000533 (1-(5-Bromo-3-nitropyridin-2-yl)pyrrolidin-3-yl)methanol AldrichCPR C10H12BrN3O3
CDS020276 3-(2-Chloro-phenyl)-pyrrolidine AldrichCPR C10H12ClN
CDS010241 3-(4-fluoro-phenyl)-pyrrolidine AldrichCPR C10H12FN
CBR01180 4-Chloro-5,6-dimethyl-2-pyrrolidin-1-ylpyrimidine AldrichCPR C10H14ClN3
CBR00583 4-Chloro-6-ethyl-2-pyrrolidin-1-ylpyrimidine AldrichCPR C10H14ClN3
CDS019243 tert-Butyl[3-(trifluoromethylpyrrolidine-3-yl)]carbamate AldrichCPR C10H17F3N2O2
CBR01258 1-Pyrrolidin-1-ylcyclopentanecarboxylic acid hydrochloride AldrichCPR C10H18ClNO2
ADE000059 tert-Butyl 3-(iodomethyl)pyrrolidine-1-carboxylate AldrichCPR C10H18INO2
CBR01731 tert-Butyl (2S,4S)-2-(aminomethyl)-4-fluoro-1-pyrrolidinecarboxylate AldrichCPR C10H19FN2O2
CBR01451 1-(1-Cyclopentyl-3-pyrrolidinyl)methanamine dihydrochloride AldrichCPR C10H22Cl2N2
CBR00094 3-Chloro-4-pyrrolidin-1-ylbenzoic acid AldrichCPR C11H12ClNO2
CBR00824 3-(2-Methylphenyl)pyrrolidin-3-ol hydrochloride AldrichCPR C11H16ClNO
CBR01277 3-(Pyrrolidin-1-ylmethyl)aniline dihydrochloride AldrichCPR C11H18Cl2N2
CBR00965 4-(Pyrrolidin-1-ylmethyl)aniline dihydrochloride AldrichCPR C11H18Cl2N2
CBR00947 1-Pyrrolidin-1-ylcyclohexanecarboxylic acid hydrochloride AldrichCPR C11H20ClNO2
722162 Cbz-3-Bromopyrrolidine C12H14BrNO2
CDS009949 (R)-alpha-(3-fluoro-benzyl)-proline hydrochloride AldrichCPR C12H15ClFNO2
CDS010166 (R)-gamma-(2-fluoro-benzyl)-L-proline hydrochloride AldrichCPR C12H15ClFNO2
197920 1-[2-(4-Bromophenoxy)ethyl]pyrrolidine 95% C12H16BrNO
CBR00848 1-(3-Pyrrolidin-1-ylphenyl)ethanone hydrochloride AldrichCPR C12H16ClNO
CBR01195 N-Methyl-1-(1-phenylpyrrolidin-3-yl)methanamine hydrochloride AldrichCPR C12H19ClN2
CBR01712 2-(1-Benzylpyrrolidin-3-yl)ethanamine dihydrochloride AldrichCPR C13H22Cl2N2
CBR01443 N,N-Dimethyl-1-(4-pyrrolidin-2-ylphenyl)methanamine dihydrochloride hydrate AldrichCPR C13H24Cl2N2O
ADE000698 tert-Butyl 3-((5-bromo-3-iodopyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C15H20BrIN2O3
ADE000702 tert-Butyl 3-((6-chloro-5-iodopyridin-3-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C15H20ClIN2O3
ADE000681 tert-Butyl 3-((3-iodopyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C15H21IN2O3
ADE000659 tert-Butyl 3-((3-iodopyridin-4-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C15H21IN2O3
ADE000580 1-tert-Butyl 3-methyl 4-(2-chloro-4-iodopyridin-3-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C16H20ClIN2O4
ADE000720 tert-Butyl 3-((5-bromo-3-formylpyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C16H21BrN2O4
ADE000090 (trans-racemic)-1-tert-butyl 3-methyl 4-(4-chloropyridin-3-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C16H21ClN2O4
ADE000699 tert-Butyl 3-((5-bromo-3-methoxypyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C16H23BrN2O4
ADE000756 tert-Butyl 3-((3-iodo-5-methylpyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C16H23IN2O3
ADE000700 tert-Butyl 3-((6-iodo-3-methoxypyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C16H23IN2O4
ADE000717 N-(2-Chloro-6-((3-(hydroxymethyl)pyrrolidin-1-yl)methyl)pyridin-3-yl)pivalamide AldrichCPR C16H24ClN3O2
ADE000713 N-(2-Chloro-3-((3-(hydroxymethyl)pyrrolidin-1-yl)methyl)pyridin-4-yl)pivalamide hydrochloride AldrichCPR C16H25Cl2N3O2
ADE000778 5-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-2-chloro-3-iodopyridine AldrichCPR C16H26ClIN2OSi
ADE000705 4-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-3-iodo-5-nitropyridine AldrichCPR C16H26IN3O3Si
ADE000703 2-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-3-iodopyridine AldrichCPR C16H27IN2OSi
ADE000704 4-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-3-iodopyridine AldrichCPR C16H27IN2OSi
ADE000706 4-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-5-iodopyridin-3-amine AldrichCPR C16H28IN3OSi
ADE000643 (trans-racemic)-1-tert-Butyl 3-methyl 4-(5-bromo-3-methoxypyridin-2-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C17H23BrN2O5
ADE000792 (Racemic trans)-1-tert-butyl 3-methyl 4-(2-Chloro-5-methylpyridin-3-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C17H23ClN2O4
ADE000712 5-Bromo-3-((3-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-2-chloropyridine AldrichCPR C17H28BrClN2OSi
ADE000757 2-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-3-iodo-5-methylpyridine AldrichCPR C17H29IN2OSi
ADE000710 3-((3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-5-iodopyridine AldrichCPR C17H29IN2OSi
ADE000701 tert-Butyl 3-((5-bromo-3-(dimethoxymethyl)pyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C18H27BrN2O5
ADE000709 5-Bromo-2-((3-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-3-methoxypyridine AldrichCPR C18H31BrN2O2Si
ADE000808 tert-Butyl 3-((3-iodo-6-(pyrrolidin-1-yl)pyridin-2-yloxy)methyl)pyrrolidine-1-carboxylate AldrichCPR C19H28IN3O3
ADE001186 6-Bromo-2-((3-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)furo[3,2-b]pyridine AldrichCPR C19H29BrN2O2Si
ADE001198 6-((3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)furo[3,2-b]pyridine AldrichCPR C19H30N2O2Si
CDS007340 (2S,4S)-Fmoc-4-fluoro-pyrrolidine-2-carboxylic acid AldrichCPR C20H18FNO4
ADE000697 4-((3-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-2-chloro-3-(dimethoxymethyl)pyridine AldrichCPR C20H35ClN2O3Si
ADE000829 2-(3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)-6-(pyrrolidin-1-yl)pyridine AldrichCPR C20H35N3OSi
ADE000657 (3S,4R)-1-tert-butyl 3-methyl 4-(6-Bromo-5-pivalamidopyridin-3-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C21H30BrN3O5
ADE000620 (trans-racemic) 1-tert-butyl 3-methyl 4-(6-chloro-5-p4-(6-chloro-5-pivalamidopyridin-2-yl)pyrrolidine-1,3-dicarboxylate AldrichCPR C21H30ClN3O5
ADE000708 N-(3-((3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-2-chloropyridin-4-yl)pivalamide AldrichCPR C22H38ClN3O2Si
ADE000716 N-(6-((3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-2-chloropyridin-3-yl)pivalamide AldrichCPR C22H38ClN3O2Si
ADE001197 6-((3-((tert-Butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)methyl)-2-(trimethylsilyl)furo[3,2-b]pyridine AldrichCPR C22H38N2O2Si2
ADE001188 (trans-racemic)-Methyl 1-benzyl-4-(2-((tert-butyldimethylsilyloxy)methyl)furo[3,2-b]pyridin-6-yl)pyrrolidine-3-carboxylate AldrichCPR C27H36N2O4Si