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(R)-3-cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile

  • CAS No. 1146629-84-6

  • Cat. No. CS-0003923
  • Purity≥95%
  • MDL No.MFCD16038968
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

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(R)-3-cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile|CS-0003923

Structure of 1146629-84-6

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Description

(R)-3-cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile features a chiral nitrile-bearing scaffold paired with a boronate ester handle, enabling efficient Suzuki-Miyaura cross-coupling. The cyclopentyl group imparts steric bulk and enhanced metabolic stability, while the tetramethyl-substituted dioxaborolane ensures excellent shelf life and moisture tolerance under standard conditions. This compound serves as a key building block for bioactive heterocycles in medicinal chemistry.

Application

(R)-3-cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole-boronate moiety enables efficient C–C bond formation under mild conditions, while the chiral nitrile-bearing cyclopentyl group provides structural rigidity and functional handle diversity. Bench-stable and compatible with diverse reaction conditions, it facilitates the construction of complex heterocyclic scaffolds in medicinal chemistry and process development workflows.

General Information

  • CAS No. 1146629-84-6
  • Cat. No. CS-0003923
  • Purity ≥95%
  • MDL No. MFCD16038968
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₆BN₃O₂
  • Molecular Weight 315.22
  • Synonym(s) 3-cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile
  • SMILES N#CC[C@H](C1CCCC1)N(N=C2)C=C2B(OC(C)3C)OC3(C)C

Computational Chemistry Data

  • TPSA   60.07
  • LogP   2.82728
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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