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3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one

  • CAS No. 771579-27-2

  • Cat. No. CS-0008592
  • Purity≥95%
  • MDL No.MFCD06213260

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

3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one|CS-0008592

Structure of 771579-27-2

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General Information

  • CAS No. 771579-27-2
  • Cat. No. CS-0008592
  • Purity ≥95%
  • MDL No. MFCD06213260
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂N₂O
  • Molecular Weight 152.19
  • Synonym(s) 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one
  • SMILES NCC1=C(C)C=C(C)NC1=O

Description

This 3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one features a bench-stable dihydropyridone core with a strategically positioned aminomethyl group, enabling direct functionalization in synthetic sequences. The methyl substitutions enhance solubility and electronic modulation, while the nitrogen-rich scaffold supports efficient coupling reactions under mild conditions.

Application

3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one serves as a versatile scaffold for medicinal chemistry and synthetic intermediates. Its dihydropyridinone core enables efficient functionalization at the 3-position, while the pendant aminomethyl group facilitates conjugation or derivatization. The molecule exhibits bench stability and compatibility with standard amine coupling protocols, making it suitable for modular synthesis of bioactive compounds and heterocyclic frameworks.

Synthesis

  • Route1

    References

    • CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G. Patent: WO2013/75083 A1, 2013 ; Location in patent: Paragraph 00177; 00178 ;

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.88
  • LogP   0.45044
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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