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

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

CAS No. 934524-10-4
Cat. No. CS-M2770
Purity≥98%
MDL No.MFCD13193624

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2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine|CS-M2770

Structure of 934524-10-4

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General Information

CAS No. 934524-10-4
Cat. No. CS-M2770
Purity ≥98%
MDL No. MFCD13193624
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₉Cl₂N₃O₂S
Molecular Weight 342.20
Synonym(s) 2,4-Dichloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine
SMILES O=S(N1C=CC2=C(Cl)N=C(Cl)N=C21)(C3=CC=C(C)C=C3)=O

Description

This pyrrolopyrimidine derivative features a tosyl group at the 7-position and dichloro substitution at the 2,4-positions, delivering enhanced stability and electron-deficient character. It serves as a key scaffold for constructing kinase inhibitors and other bioactive heterocycles under standard conditions.

Application

2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for purine-based heterocycles, enabling efficient late-stage functionalization in medicinal chemistry. The dichloro substitution pattern facilitates nucleophilic aromatic substitution, while the tosyl group provides a robust handle for orthogonal transformations. Its bench-stable crystalline form and compatibility with standard coupling protocols make it well-suited for scalable synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

Route1
- 90213-66-4
- 98-59-9
- ~99%
- In-stock
  
  934524-10-4
References
- Su, Qibin; Ioannidis, Stephanos; Chuaqui, Claudio; Almeida, Lynsie; Alimzhanov, Marat; Bebernitz, Geraldine; Bell, Kirsten; Block, Michael; Howard, Tina; Huang, Shan; Huszar, Dennis; Read, Jon A.; Rivard Costa, Caroline; Shi, Jie; Su, Mei; Ye, Minwei; Zinda, Michael Journal of Medicinal Chemistry, 2014 , vol. 57, # 1 p. 144 - 158
Route2
- 104-15-4
- 90213-66-4
- ~99%
- In-stock
  
  934524-10-4
References
- PALAU PHARMA, S.A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; SOLIVA SOLIVA, Robert; FONTES USTRELL, Montserrat; COMELLES ESPUGA, Josep Patent: WO2010/34740 A1, 2010 ; Location in patent: Page/Page column 67 ; WO 2010/034740 A1
Route3
- 934524-13-7
- ~%
- In-stock
  
  934524-10-4
References
- WO2007/42298 A1, ; Page/Page column 54-55 ; WO 2007/042298 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-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 3.28352
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

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

CAS No. 934524-10-4

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