3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Name: 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 862730-04-9
Cat. No. CS-W019087
Purity≥96%
MDL No.None

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3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine|CS-W019087

Structure of 862730-04-9

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General Information

CAS No. 862730-04-9
Cat. No. CS-W019087
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀IN₅
Molecular Weight 303.10
Synonym(s) 3-iodo-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
SMILES NC1=C2C(N(C(C)C)N=C2I)=NC=N1

Description

3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a bench-stable heterocyclic scaffold featuring a reactive iodine handle at the 3-position and a nucleophilic amine at the 4-position. This dual-functional architecture enables efficient coupling in cross-coupling reactions and facilitates conjugation in medicinal chemistry campaigns. The isopropyl substituent enhances solubility and modulates electronic properties, supporting applications in kinase inhibitor synthesis and target-oriented drug discovery.

Application

3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine serves as a versatile building block for the synthesis of functionalized pyrazolopyrimidine scaffolds. The iodine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and heteroaryl architectures. The isopropyl group enhances solubility and steric control, while the amine functionality supports derivatization via acylation or alkylation. This compound exhibits bench stability and is compatible with standard synthetic workflows in medicinal chemistry and materials science applications.

Synthesis

Route1
- 75-29-6
- In-stock
  
  151266-23-8
- ~95%
- In-stock
  
  862730-04-9
References
- Klein, Michael; Diner, Peter; Dorin-Semblat, Dominique; Doerig, Christian; Grotli, Morten Organic and Biomolecular Chemistry, 2009 , vol. 7, # 17 p. 3421 - 3429

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 69.62
LogP 1.594
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

CAS No. 862730-04-9

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