2-Bromo-4-cyanothiazole

Name: 2-Bromo-4-cyanothiazole
Brand: ChemScene
Availability: InStock
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CAS No. 848501-90-6
Cat. No. CS-W005060
Purity≥95%
MDL No.MFCD09909650

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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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Structure of 848501-90-6

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General Information

CAS No. 848501-90-6
Cat. No. CS-W005060
Purity ≥95%
MDL No. MFCD09909650
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄HBrN₂S
Molecular Weight 189.03
Synonym(s) 2-Bromo-1,3-thiazole-4-carbonitrile
SMILES BrC1=NC(=CS1)C#N

Description

2-Bromo-4-cyanothiazole is a heterocyclic building block featuring a bromine atom at the 2-position and a cyano group at the 4-position on a thiazole core. This combination imparts high reactivity in cross-coupling processes, enabling efficient incorporation into complex molecular architectures. The molecule exhibits robust stability under standard handling conditions and demonstrates favorable solubility in common organic solvents, facilitating its use in synthetic workflows targeting pharmaceutical intermediates and functional materials.

Application

2-Bromo-4-cyanothiazole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 2-position via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the cyano group provides a stable handle for further transformations. Its bench-stable crystalline form facilitates handling and purification, making it ideal for iterative synthesis of thiazole-based scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
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  848501-94-0
- ~%
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  848501-90-6
References
- WO2011/109799 A1, ; Page/Page column 225 ;
Route2
- In-stock
  
  848501-94-0
- ~%
- In-stock
  
  848501-90-6
References
- KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon Patent: WO2011/109799 A1, 2011 ; Location in patent: Page/Page column 225 ;

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

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Computational Chemistry Data

TPSA 36.68
LogP 1.77728
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Bromo-4-cyanothiazole

CAS No. 848501-90-6

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