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CS-W001157 4
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2-(Dimethylamino)pyrimidine-5-carboxylic acid

  • CAS No. 180283-66-3

  • Cat. No. CS-0054461
  • Purity≥98%
  • MDL No.None

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

2-(Dimethylamino)pyrimidine-5-carboxylic acid|CS-0054461

Structure of 180283-66-3

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General Information

  • CAS No. 180283-66-3
  • Cat. No. CS-0054461
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉N₃O₂
  • Molecular Weight 167.17
  • Synonym(s) 2-Dimethylamino-pyrimidine-5-carboxylic acid
  • SMILES O=C(C1=CN=C(N(C)C)N=C1)O

Description

2-(Dimethylamino)pyrimidine-5-carboxylic acid features a pyrimidine core functionalized with a dimethylamino group at the 2-position and a carboxylic acid at the 5-position, enabling versatile conjugation and solubility enhancement. The electron-rich dimethylamino moiety enhances reactivity in coupling reactions, while the carboxylic acid provides a handle for amide formation or metal coordination. This structure supports integration into bioactive scaffolds and functional materials under standard conditions.

Application

2-(Dimethylamino)pyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrimidine-based scaffolds with enhanced solubility and metabolic stability. The dimethylamino group provides strong electron-donating character, facilitating electrophilic substitution and transition metal-catalyzed coupling reactions. Its carboxylic acid functionality supports direct amidation or esterification, offering straightforward access to analogs for SAR studies. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, making it well-suited for high-throughput screening campaigns and process development.

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

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Computational Chemistry Data

  • TPSA   66.32
  • LogP   0.2408
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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