6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Name: 6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
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CAS No. 886230-77-9
Cat. No. CS-0155861
Purity≥98%
MDL No.MFCD12405576

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6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole|CS-0155861

Structure of 886230-77-9

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General Information

CAS No. 886230-77-9
Cat. No. CS-0155861
Purity ≥98%
MDL No. MFCD12405576
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₈IN₃O
Molecular Weight 431.28
Synonym(s) (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
SMILES IC1=CC=C2C(/C=C/C3=CC=CC=N3)=NN(C4CCCCO4)C2=C1

Description

6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole is a bench-stable, moisture-tolerant indazole derivative featuring a tetrahydropyranyl-protected nitrogen and an electron-deficient vinyl-pyridyl tether. This structure enables direct incorporation into cross-coupling reactions, facilitating the synthesis of complex heteroaryl scaffolds under standard conditions.

Application

6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, leveraging its iodide and olefin functionalities. The tetrahydro-2H-pyran-2-yl group provides bench-stable protection of the indazole nitrogen, enabling straightforward deprotection under mild acidic conditions. Its structural motif facilitates access to bioactive heterocyclic scaffolds through palladium-catalyzed coupling and subsequent functionalization, with high compatibility in standard synthetic workflows.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 39.94
LogP 4.9054
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

CAS No. 886230-77-9

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