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N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine

  • CAS No. 1421372-94-2

  • Cat. No. CS-M2844
  • Purity≥98%
  • MDL No.MFCD28167946

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

N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine|CS-M2844

Structure of 1421372-94-2

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General Information

  • CAS No. 1421372-94-2
  • Cat. No. CS-M2844
  • Purity ≥98%
  • MDL No. MFCD28167946
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₆FN₅O₃
  • Molecular Weight 393.37
  • Synonym(s) (4-Fluoro-2-methoxy-5-nitro-phenyl)-[4-(1-methyl-1h-indol-3-yl)-pyrimidin-2-yl]-amine
  • SMILES CN1C=C(C2=NC(NC3=CC([N+]([O-])=O)=C(F)C=C3OC)=NC=C2)C4=C1C=CC=C4

Description

N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine integrates a fluorinated aniline scaffold with a methylindole-pyrimidine core, enabling efficient coupling in kinase inhibitor scaffolds. This electron-deficient pyrimidine moiety facilitates robust conjugation under standard conditions, offering enhanced stability and solubility for medicinal chemistry applications.

Application

N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of biologically active heterocyclic scaffolds. Its pyrimidine core facilitates Suzuki-Miyaura and Buchwald-Hartwig coupling reactions, while the 4-fluoro and nitro substituents offer orthogonal reactivity for downstream functionalization. The 1-methylindole moiety provides a rigid, aromatic platform compatible with diverse synthetic transformations. This compound exhibits bench stability and is amenable to purification via standard chromatographic methods, making it well-suited for iterative synthesis campaigns in API development.

Safety Information

Download SDS
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   95.11
  • LogP   4.4348
  • H_Acceptors   7
  • H_Donors   1
  • Rotatable_Bonds   5

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