4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine

Name: 4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 479633-63-1
Cat. No. CS-B0636
Purity≥96%
MDL No.MFCD09907939

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine|CS-B0636

Structure of 479633-63-1

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General Information

CAS No. 479633-63-1
Cat. No. CS-B0636
Purity ≥96%
MDL No. MFCD09907939
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀ClN₃O₂S
Molecular Weight 307.76
Synonym(s) 7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-7-[(4-methylphenyl)sulfonyl]-
SMILES O=S(N1C=CC2=C(Cl)N=CN=C21)(C3=CC=C(C)C=C3)=O

Description

4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine is a bench-stable heterocyclic scaffold featuring a chlorine atom at the 4-position and a tosyl group at the 7-position. This configuration enables selective coupling in late-stage functionalization, particularly in kinase inhibitor synthesis and transition-metal-catalyzed cross-coupling reactions. The electron-deficient pyrimidine core enhances reactivity under standard conditions.

Application

4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block in the synthesis of purine-based scaffolds, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The tosyl group enhances solubility and stability, while the chloro substituent provides a reliable handle for nucleophilic substitution or transition-metal-mediated transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and process-scale applications.

Synthesis

Route1
- 98-59-9
- ~85%
- In-stock
  
  479633-63-1
References
- WO2007/117494 A1, ; Page/Page column 61-62 ; WO 2007/117494 A1
Route2
- 3680-69-1
- 98-59-9
- ~97%
- In-stock
  
  479633-63-1
References
- WO2010/123919 A2, ; Page/Page column 49 ; WO 2010/123919 A2

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

Quality Control

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Computational Chemistry Data

TPSA 64.85
LogP 2.63012
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 479633-63-1

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