3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine

Name: 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 90914-41-3
Cat. No. CS-W003500
Purity≥98%
MDL No.MFCD08276165

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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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3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine|CS-W003500

Structure of 90914-41-3

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General Information

CAS No. 90914-41-3
Cat. No. CS-W003500
Purity ≥98%
MDL No. MFCD08276165
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrClN₄
Molecular Weight 233.45
Synonym(s) 3-broMo-4-chloropyrazolopyriMidine
SMILES Clc1ncnc2c1c(Br)n[nH]2

Description

3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine features a rigid heterocyclic core with complementary halogen substituents enabling efficient cross-coupling and functionalization. This scaffold delivers high reactivity in Pd-catalyzed transformations, facilitating rapid access to complex pyrazolopyrimidine architectures for medicinal chemistry and materials applications.

Application

3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions at both halogen sites. Its orthogonal reactivity profile facilitates sequential functionalization, while its bench-stable nature and compatibility with diverse reaction conditions support efficient access to complex pyrazolopyrimidine scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- 5399-92-8
- ~99%
- In-stock
  
  90914-41-3
References
- Wu, Tom Y. H.; Schultz, Peter G.; Ding, Sheng Organic Letters, 2003 , vol. 5, # 20 p. 3587 - 3590
Route2
- In-stock
  
  54738-73-7
- ~%
- In-stock
  
  90914-41-3
References
- US2002/156081 A1, ; US 20020156081 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 54.46
LogP 1.7688
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine

CAS No. 90914-41-3

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