(R)-N,N-Dimethylpyrrolidin-3-amine, CAS No. 132958-72-6

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132958-72-6

Catalog No. EBD2222492

CAS 132958-72-6

Name (R)-N,N-Dimethylpyrrolidin-3-amine

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Basic Information

Synonyms: (R)-N,N-Dimethylpyrrolidin-3-amine (3R)-(+)-3-(Dimethylamino)Pyrrolidine (R)-Dimethyl-Pyrrolidin-3-Yl-Amine (R)-(+)-3-(Dimethylamino)Pyrrolidine (R)-3-(Dimethylamino)Pyrrolidine (3R)-Dimethyl-Pyrrolidin-3-Yl-Amine (3R)-N,N-Dimethyl-3-Pyrrolidinamine (3R)-3-Dimethylaminopyrrolidine 1-[(2R)-1-Ethylpyrrolidin-2-Yl]Methanamine (3R)-N,N-Dimethylpyrrolidin-3-Amine (R)-3-Dimethylaminopyrrolidine (R)-N,N-Dimethyl-3-Pyrrolidinamine (3r)-(+)-3-(dimethylamino)pyrrolidine95+%

Molecular Formula: C6H14N2

Molecular Weight: 114.19

MDL Number: MFCD00191347

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(3R)-(+)-3-(Dimethylamino)pyrrolidine is a chiral, non-racemic amine building block featuring a pyrrolidine ring substituted with a dimethylamino group at the 3-position. It is a clear, colorless to pale yellow liquid and is typically handled under inert atmosphere due to its sensitivity to air and carbon dioxide. This compound serves as a crucial chiral intermediate and ligand in asymmetric synthesis, particularly in the pharmaceutical industry. Its primary application is in the synthesis of complex drug molecules, most notably as a key chiral precursor for the production of the blockbuster anticoagulant Apixaban (Eliquis®). The (R)-configuration of the dimethylamino-pyrrolidine moiety is essential for the biological activity of the final API. Beyond its role in Apixaban synthesis, it is also employed in the preparation of other pharmacologically active compounds and as a chiral ligand or organocatalyst in various enantioselective transformations. It requires careful storage and handling, typically under nitrogen or argon, to prevent degradation.

Physical Properties

Boiling Point: 166 °C/760 mmHg(lit.)

Flash Point: 51 °C

Density: 0.899 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.4650(lit.)

Safety Information

Packing Level: III

Hazard Category: 3

Transport Codes: 1993C

Analytical Data

Appearance: Colorless to light yellow liquid