409314-87-0

Basic information

• Product Name: 1-Pyrrolidinecarboxamide,N,N-dimethyl-(9CI)
• Synonyms: 1-Pyrrolidinecarboxamide,N,N-dimethyl-(9CI)
• CAS NO: 409314-87-0
• Molecular Formula: C₇H₁₄N₂O
• Molecular Weight: 142.19886
• Product Categories: AMINETERTIARY;AMIDE
• Mol File: 409314-87-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Pyrrolidinecarboxamide,N,N-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxamide,N,N-dimethyl-(9CI)(409314-87-0)
• EPA Substance Registry System: 1-Pyrrolidinecarboxamide,N,N-dimethyl-(9CI)(409314-87-0)

Safety Data

• Hazardous Substances Data: 409314-87-0(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 19983-29-0 2-(pyrrolidin-1-yl)benzo[d]thiazole 
• 120161-06-0 2-(pyrrolidin-1-yl)-1H-benzimidazole 

Relevant articles and documents

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A novel family of onium salts based upon isonitroso meldrum's acid proves useful as peptide coupling reagents

A new family of uronium salts (HTMU, HMMU, and HDmPyMU) based on isonitroso Meldrum's acid (HONM) are reported as stand-alone coupling reagents. Amide bond formation with the use of these reagents occurred more quickly than that with other uronium salts as a result of the presence of a neighboring group effect with a cyclic structure. Thus, these novel onium salts were often more effective in the acylation of poor nucleophiles and in the control of optical purity than related Oxyma- and benzotriazole-based reagents. Among the HONM derivatives, HMMU showed the best performance in reducing racemization and assembling demanding sequences such as the Aib-ACP decapeptide or analogues of Leu-enkephalin pentapeptide, Furthermore, the scope and limitations of the use of HONM as an additive in combination with carbodiimides is discussed.

COMU: A safer and more effective replacement for benzotriazole-based uronium coupling reagents

We describe a new family of uronium-type coupling reagents that differ in their iminium moieties and leaving groups. The presence of the morpholino group in conjunction with an oxime derivative-especially ethyl 2-cy ano-2- (hydroxyimino) acet ate (Oxyma)-had a marked influence on the solubilities, stabilities, and reactivities of the reagents. Finally, the new uronium salt derived from Oxyma (COMU) performed extremely well in the presence of only 1 equiv of base, thereby confirming the effect of the hydrogen bond acceptor in the reaction. COMU also showed a less hazardous safety profile than the benzotriazolebased HDMA and HDMB, which exhibited unpredictable autocatalytic decompositions. Furthermore, the Oxyma moiety contained in COMU suggests a lower risk of explosion than in the case of the benzotriazole derivatives.