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3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile

  • CAS No. 1150561-70-8

  • Cat. No. CS-0067862
  • Purity≥98%
  • MDL No.MFCD12026105

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

3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile|CS-0067862

Structure of 1150561-70-8

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General Information

  • CAS No. 1150561-70-8
  • Cat. No. CS-0067862
  • Purity ≥98%
  • MDL No. MFCD12026105
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BN₂O₂
  • Molecular Weight 244.10
  • Synonym(s) 2-Cyano-3-methylpyridine-5-boronic acidpinacol ester
  • SMILES N#CC1=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1C

Description

3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile delivers a boronate ester functionality paired with a nitrile group on a picolinate scaffold. This bench-stable reagent enables direct coupling in Suzuki-Miyaura reactions, integrating efficiently into complex molecular architectures under mild conditions.

Application

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The picolinonitrile core provides a rigid, electron-deficient heterocyclic scaffold with orthogonal functionality, enabling efficient diversification in medicinal chemistry and materials synthesis. The stable boronate ester group facilitates mild coupling conditions, excellent functional group tolerance, and straightforward purification, making it ideal for modular library construction and process-scale applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.14
  • LogP   1.5609
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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