5-Bromo-2-cyclopropylpyrimidine

Name: 5-Bromo-2-cyclopropylpyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 304902-96-3
Cat. No. CS-0018650
Molecule weight199.05
Purity≥98%
MDL No.MFCD14702784

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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-2-cyclopropylpyrimidine|CS-0018650

Structure of 304902-96-3

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General Information

CAS No. 304902-96-3
Cat. No. CS-0018650
Purity ≥98%
MDL No. MFCD14702784
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂
Molecular Weight 199.05
Synonym(s) 2-Cyclopropyl-5-bromopyrimidine; 5-bromo-2-cyclopropylpyrimidine-4,6-d2
SMILES BrC1=CN=C(C2CC2)N=C1

Description

5-Bromo-2-cyclopropylpyrimidine features a bromine atom at the 5-position and a cyclopropyl group at the 2-position, conferring enhanced stability and tailored electronic properties. This scaffold integrates readily into pharmaceutical intermediates and agrochemicals, offering high reactivity in cross-coupling transformations under standard conditions.

Application

5-Bromo-2-cyclopropylpyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biologically relevant heterocyclic scaffolds. The bromine at the 5-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the cyclopropyl group enhances metabolic stability and modulates electronic properties. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

Route1
- In-stock
  
  304902-95-2
- ~%
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  304902-96-3
References
- ASTRAZENECA AB Patent: WO2006/4532 A1, 2006 ; Location in patent: Page/Page column 21 ; WO 2006/004532 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-P280-P302+P352

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Computational Chemistry Data

TPSA 25.78
LogP 2.1165
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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5-Bromo-2-cyclopropylpyrimidine

CAS No. 304902-96-3

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