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CS-W001157 4
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3-Iodo-1-tetrahydropyran-2-yl-pyrazole-4-carbaldehyde

  • CAS No. 1627924-19-9

  • Cat. No. CS-M3429
  • Molecule weight306.10
  • Purity≥97%
  • MDL No.MFCD29918656

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

3-Iodo-1-tetrahydropyran-2-yl-pyrazole-4-carbaldehyde|CS-M3429

Structure of 1627924-19-9

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General Information

  • CAS No. 1627924-19-9
  • Cat. No. CS-M3429
  • Purity ≥97%
  • MDL No. MFCD29918656
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁IN₂O₂
  • Molecular Weight 306.10
  • Synonym(s) 3-Iodo-1-(Tetrahydro-2H-Pyran-2-Yl)-1H-Pyrazole-4-Carbaldehyde
  • SMILES O=CC1=CN(C2OCCCC2)N=C1I

Description

This pyrazole aldehyde features a tetrahydro-2H-pyran-2-yl protected alcohol and an iodinated aromatic ring, enabling selective late-stage functionalization. The boronate ester moiety integrates readily into cross-coupling reactions under standard conditions, while the aldehyde group offers direct access to hydrazone derivatives for probe development.

Application

3-Iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its iodide and aldehyde functionalities. The tetrahydro-2H-pyran-2-yl group provides orthogonal protection for the pyrazole nitrogen, enhancing stability and facilitating selective deprotection. Its well-defined reactivity profile supports efficient synthesis of complex heterocyclic scaffolds under standard bench conditions.

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   44.12
  • LogP   1.9993
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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