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

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

CAS No. 1119280-66-8
Cat. No. CS-D1547
Purity≥97%
MDL No.MFCD11869949

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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-5H-pyrrolo[3,2-d]pyrimidine|CS-D1547

Structure of 1119280-66-8

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General Information

CAS No. 1119280-66-8
Cat. No. CS-D1547
Purity ≥97%
MDL No. MFCD11869949
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 2-chloro-5H-pyrrolo[3
SMILES ClC1=NC=C(NC=C2)C2=N1

Description

2-Chloro-5H-pyrrolo[3,2-d]pyrimidine is a bench-stable heterocyclic scaffold featuring a chlorine atom at the 2-position, enabling direct functionalization in late-stage derivatization. The electron-deficient pyrimidine ring facilitates nucleophilic substitution and coupling reactions, making it a valuable building block for medicinal chemistry and agrochemical synthesis.

Application

2-Chloro-5H-pyrrolo[3,2-d]pyrimidine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its chloro substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biologically active scaffolds. The molecule exhibits bench stability, moderate polarity, and compatibility with common protecting groups, enabling straightforward purification and integration into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  63200-54-4
- ~59%
- In-stock
  
  1119280-66-8
- In-stock
  
  272-50-4
References
- CYTOPIA RESEARCH PTY LTD Patent: WO2009/62258 A1, 2009 ; Location in patent: Page/Page column 99 ; WO 2009/062258 A1
Route2
- 1201905-71-6
- ~89%
- In-stock
  
  1119280-66-8
References
- GLAXOSMITHKLINE LLC; QIN, Donghui; CHEUNG, Mui; JOSHI, Hemant; TANGIRALA, Raghuram; BETHI, Sridhar, Reddy Patent: WO2012/162129 A1, 2012 ; Location in patent: Page/Page column 103 ; WO 2012/162129 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 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-5H-pyrrolo[3,2-d]pyrimidine

CAS No. 1119280-66-8

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