5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Name: 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Brand: ChemScene
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CAS No. 163622-50-2
Cat. No. CS-0045926
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine|CS-0045926

Structure of 163622-50-2

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General Information

CAS No. 163622-50-2
Cat. No. CS-0045926
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅IN₄
Molecular Weight 260.04
Synonym(s) 5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine
SMILES NC1=C2C(NC=C2I)=NC=N1

Description

5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine serves as a key heterocyclic scaffold for medicinal chemistry applications. This electron-deficient purine analog integrates readily into kinase inhibitors and nucleoside analogs. The iodine substituent enables facile cross-coupling reactions, while the amine functionality supports derivatization. Bench-stable under standard conditions, this compound facilitates efficient access to bioactive molecules in drug discovery workflows.

Application

5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine serves as a versatile building block for purine-based heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its iodine substituent facilitates efficient C–C and C–N bond formation under standard Suzuki, Stille, or Buchwald-Hartwig conditions, while the amine functionality supports further derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

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 67.59
LogP 1.1447
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Key Words

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5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine

CAS No. 163622-50-2

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