3-Chloro-1H-indazole-5-carboxaldehyde

Name: 3-Chloro-1H-indazole-5-carboxaldehyde
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CAS No. 1086391-03-8
Cat. No. CS-0041557
Purity≥95%
MDL No.MFCD11499014

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3-Chloro-1H-indazole-5-carboxaldehyde|CS-0041557

Structure of 1086391-03-8

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General Information

CAS No. 1086391-03-8
Cat. No. CS-0041557
Purity ≥95%
MDL No. MFCD11499014
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O
Molecular Weight 180.59
Synonym(s) 3-Chloro-1H-indazole-5-carbaldehyde
SMILES O=CC1=CC2=C(NN=C2Cl)C=C1

Description

3-Chloro-1H-indazole-5-carboxaldehyde features a reactive aldehyde group appended to an electron-deficient indazole scaffold, enabling direct coupling in heterocyclic synthesis. This bench-stable reagent integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and bioactive scaffolds.

Application

3-Chloro-1H-indazole-5-carboxaldehyde serves as a versatile building block for the synthesis of heterocyclic scaffolds in medicinal chemistry. The aldehyde group enables efficient coupling reactions, including reductive amination and Grignard additions, while the chloro and indazole functionalities offer orthogonal reactivity and structural rigidity. Bench-stable and compatible with standard purification methods, it facilitates scalable access to complex nitrogen-containing architectures relevant to API development.

Synthesis

Route1
- In-stock
  
  253801-04-6
- ~96%
- In-stock
  
  1086391-03-8
References
- WO2009/149837 A1, ; Page/Page column 78-79 ; WO 2009/149837 A1

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 45.75
LogP 2.0288
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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3-Chloro-1H-indazole-5-carboxaldehyde

CAS No. 1086391-03-8

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