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(R)-Pyrrolidine-3-carbonitrile hydrochloride

  • CAS No. 1153950-54-9

  • Cat. No. CS-0053310
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(R)-Pyrrolidine-3-carbonitrile hydrochloride|CS-0053310

Structure of 1153950-54-9

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General Information

  • CAS No. 1153950-54-9
  • Cat. No. CS-0053310
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉ClN₂
  • Molecular Weight 132.59
  • Synonym(s) (3R)-pyrrolidine-3-carbonitrile,hydrochloride
  • SMILES N#C[C@@H]1CCNC1.Cl

Description

(R)-Pyrrolidine-3-carbonitrile hydrochloride is a bench-stable chiral building block featuring a stereodefined pyrrolidine core and a nitrile group. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry applications requiring precise stereocontrol. The hydrochloride salt enhances solubility and handling in aqueous reaction media.

Application

(R)-Pyrrolidine-3-carbonitrile hydrochloride serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to pyrrolidine-containing scaffolds. Its well-defined stereochemistry and stable hydrochloride salt form facilitate handling, purification, and compatibility with diverse transformations. The nitrile group supports derivatization via hydrolysis, reduction, or nucleophilic addition, making it a practical component in the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • (R)-1-Boc-3-cyanopyrrolidine|CS-W009075
      132945-76-7
    • ~%
    • In-stock
      (R)-Pyrrolidine-3-carbonitrile hydrochloride|CS-0053310
      1153950-54-9

    References

    • GLAXOSMITHKLINE LLC; HALLMAN, Jason; LAUDEMAN, Christopher; LIU, Ronggang; MILLER, Aaron; MOORE, Michael, Lee; DOCK, Steven; MUSSO, David; PARRISH, Cynthia Patent: WO2011/56635 A1, 2011 ; Location in patent: Page/Page column 50-51 ; WO 2011/056635 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.82
  • LogP   0.54128
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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