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

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

CAS No. 335654-06-3
Cat. No. CS-M3681
Purity≥95%
MDL No.MFCD07787392

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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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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine|CS-M3681

Structure of 335654-06-3

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General Information

CAS No. 335654-06-3
Cat. No. CS-M3681
Purity ≥95%
MDL No. MFCD07787392
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine; 2-Chloro-1H-pyrrolo[2,3-d]pyrimidine; 7H-pyrrolo[2,3-d]pyrimidine,2-chloro-
SMILES ClC1=NC=C2C(NC=C2)=N1

Description

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine is a heterocyclic building block featuring a chlorinated pyrrolopyrimidine core. This electron-deficient scaffold enables direct functionalization in cross-coupling and nucleophilic substitution reactions. Its bench-stable nature supports reliable use in synthetic workflows targeting kinase inhibitors and antiviral agents.

Application

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile heterocyclic building block for the synthesis of purine analogs and kinase inhibitor scaffolds. Its electrophilic chlorine at C2 enables facile nucleophilic substitution, facilitating the installation of diverse side chains under mild conditions. The scaffold exhibits excellent bench stability and compatibility with common functional groups, making it well-suited for parallel library synthesis and medicinal chemistry applications.

Synthesis

Route1
- 335654-05-2
- ~98%
- In-stock
  
  335654-06-3
References
- Choi, Ha-Soon; Wang, Zhicheng; Richmond, Wendy; He, Xiaohui; Yang, Kunyong; Jiang, Tao; Sim, Taebo; Karanewsky, Donald; Gu, Xiang-Ju; Zhou, Vicki; Liu, Yi; Ohmori, Osamu; Caldwell, Jeremy; Gray, Nathanael; He, Yun Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 8 p. 2173 - 2176
Route2
- 90213-66-4
- ~%
- In-stock
  
  335654-06-3
References
- WO2010/7116 A2, ; Page/Page column 91-92 ;
Route3
- 335654-13-2
- ~%
- In-stock
  
  335654-06-3
References
- Tetrahedron Letters, , vol. 42, # 6 p. 999 - 1001

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 41.57
LogP 1.6113
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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

CAS No. 335654-06-3

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