2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Name: 2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1060815-90-8
Cat. No. CS-W006050
Purity≥96%
MDL No.MFCD13189363

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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+
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2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine|CS-W006050

Structure of 1060815-90-8

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General Information

CAS No. 1060815-90-8
Cat. No. CS-W006050
Purity ≥96%
MDL No. MFCD13189363
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClIN₃
Molecular Weight 279.47
Synonym(s) None
SMILES ClC1=NC2=C(C=N1)C(=C[NH]2)I

Description

2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine is a halogenated heterocyclic scaffold featuring orthogonal reactivity at chlorine and iodine positions. This electron-deficient pyrrolopyrimidine integrates readily into cross-coupling workflows, enabling rapid diversification in medicinal chemistry and materials synthesis under standard conditions.

Application

2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block in the synthesis of purine-based scaffolds, enabling palladium-catalyzed cross-coupling reactions with high efficiency. The orthogonal reactivity of the chloro and iodo groups facilitates sequential functionalization, while the stability under standard reaction conditions supports reliable handling and purification. This compound functions as a key intermediate in the development of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- In-stock
  
  335654-06-3
- ~82%
- In-stock
  
  1060815-90-8
References
- PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony Patent: WO2014/53967 A1, 2014 ; Location in patent: Page/Page column 134 ;

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 41.57
LogP 2.2159
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 1060815-90-8

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