5-Bromo-4-chloro-6-cyclopropylpyrimidine

Name: 5-Bromo-4-chloro-6-cyclopropylpyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 27192-21-8
Cat. No. CS-0492265
Purity≥98%
MDL No.MFCD11047047

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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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5-Bromo-4-chloro-6-cyclopropylpyrimidine|CS-0492265

Structure of 27192-21-8

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General Information

CAS No. 27192-21-8
Cat. No. CS-0492265
Purity ≥98%
MDL No. MFCD11047047
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrClN₂
Molecular Weight None
Synonym(s) 5-Brom-6-cyclopropyl-4-chlorpyrimidine
SMILES ClC1C(Br)=C(N=CN=1)C2CC2

Description

5-Bromo-4-chloro-6-cyclopropylpyrimidine features a sterically hindered cyclopropyl group and dual halogen substituents that enable selective cross-coupling reactions under mild conditions. This electron-deficient pyrimidine scaffold serves as a key building block in the synthesis of functionalized heterocycles for medicinal chemistry applications.

Application

5-Bromo-4-chloro-6-cyclopropylpyrimidine serves as a versatile building block for constructing substituted pyrimidines via cross-coupling and nucleophilic substitution reactions. The orthogonal halogen functionality enables sequential functionalization, while the cyclopropyl group enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with Pd-catalyzed coupling protocols facilitate efficient synthesis of advanced heterocyclic scaffolds relevant to medicinal chemistry and agrochemical development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 2.7699
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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5-Bromo-4-chloro-6-cyclopropylpyrimidine

CAS No. 27192-21-8

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