2-Bromo-4-(trifluoromethyl)pyrimidine

Name: 2-Bromo-4-(trifluoromethyl)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 785777-87-9
Cat. No. CS-W003649
Purity≥98%
MDL No.MFCD09802248

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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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2-Bromo-4-(trifluoromethyl)pyrimidine|CS-W003649

Structure of 785777-87-9

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General Information

CAS No. 785777-87-9
Cat. No. CS-W003649
Purity ≥98%
MDL No. MFCD09802248
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrF₃N₂
Molecular Weight 226.98
Synonym(s) None
SMILES BrC1=NC=CC(C(F)(F)F)=N1

Description

2-Bromo-4-(trifluoromethyl)pyrimidine is a bench-stable heterocyclic building block featuring a strategically positioned bromine and trifluoromethyl group. This combination enables efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The electron-deficient pyrimidine core facilitates nucleophilic substitution, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity in bioactive molecule design.

Application

2-Bromo-4-(trifluoromethyl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the C2 position. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the bromine facilitates efficient functionalization under standard Suzuki, Stille, or Negishi conditions. Its bench-stable solid form and high purity make it ideal for reproducible synthesis of heterocyclic scaffolds found in pharmaceutical candidates.

Synthesis

Route1
- In-stock
  
  104048-92-2
- ~29%
- In-stock
  
  785777-87-9
References
- ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory Patent: WO2013/142269 A1, 2013 ; Location in patent: Paragraph 0604; 0605; 0606 ;

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 25.78
LogP 2.2579
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Bromo-4-(trifluoromethyl)pyrimidine

CAS No. 785777-87-9

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