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6-(Methylsulfonyl)picolinaldehyde

  • CAS No. 1780013-94-6

  • Cat. No. CS-0187176
  • Purity≥98%
  • MDL No.None

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

6-(Methylsulfonyl)picolinaldehyde|CS-0187176

Structure of 1780013-94-6

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General Information

  • CAS No. 1780013-94-6
  • Cat. No. CS-0187176
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃S
  • Molecular Weight 185.20
  • Synonym(s) 6-(Methylsulfonyl)-2-pyridinecarbaldehyde
  • SMILES O=CC1=NC(S(=O)(C)=O)=CC=C1

Description

6-(Methylsulfonyl)picolinaldehyde features a pyridine ring bearing an electron-withdrawing methylsulfonyl group at the 6-position and an aldehyde at the 2-position. This combination imparts enhanced electrophilicity to the carbonyl, enabling efficient coupling in nucleophilic addition reactions. The molecule exhibits excellent bench stability and solubility in common organic solvents, streamlining its integration into synthetic workflows for heterocyclic and medicinal chemistry applications.

Application

6-(Methylsulfonyl)picolinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring and aldehyde handle. Its methylsulfonyl group enhances solubility and metabolic stability, while the aldehyde functionality facilitates efficient reductive amination, condensation, and Suzuki coupling reactions. The compound exhibits excellent bench stability and compatibility with common protecting groups, making it ideal for modular synthesis of heterocyclic scaffolds and API intermediates.

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   64.1
  • LogP   0.2976
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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