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CS-W001157 4
Total: USD 88.00

(6-Carbamoylpyridin-3-yl)boronic acid

  • CAS No. 1164100-82-6

  • Cat. No. CS-0108782
  • Purity≥98%
  • MDL No.MFCD12964543

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

(6-Carbamoylpyridin-3-yl)boronic acid|CS-0108782

Structure of 1164100-82-6

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General Information

  • CAS No. 1164100-82-6
  • Cat. No. CS-0108782
  • Purity ≥98%
  • MDL No. MFCD12964543
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BN₂O₃
  • Molecular Weight 165.94
  • Synonym(s) None
  • SMILES OB(C1=CC=C(C(N)=O)N=C1)O

Description

This boronic acid features a pyridine ring functionalized with a carbamoyl group at the 6-position and a boronic acid moiety at the 3-position. The electron-deficient pyridine ring enhances reactivity in Suzuki-Miyaura couplings, while the carbamoyl group improves solubility and stability under standard conditions.

Application

(6-Carbamoylpyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. Its pyridine-carboxamide functionality provides enhanced solubility and stability compared to related boronic acids, while tolerating a range of functional groups during cross-coupling. The carbamoyl group offers additional handle for derivatization or hydrogen bonding interactions in medicinal chemistry 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   96.44
  • LogP   -2.1397
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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