4-Bromo-2-(methylsulfonyl)pyrimidine

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

CAS No. 1208538-52-6
Cat. No. CS-0018867
Purity≥97%
MDL No.MFCD12406118

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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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4-Bromo-2-(methylsulfonyl)pyrimidine|CS-0018867

Structure of 1208538-52-6

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General Information

CAS No. 1208538-52-6
Cat. No. CS-0018867
Purity ≥97%
MDL No. MFCD12406118
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O₂S
Molecular Weight 237.07
Synonym(s) 4-Bromo-2-(methylsulfonyl)
SMILES O=S(C1=NC=CC(Br)=N1)(C)=O

Description

4-Bromo-2-(methylsulfonyl)pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a bromine atom at C4 and a methylsulfonyl group at C2. This combination enables selective cross-coupling reactions and facilitates the integration of polar, electron-withdrawing functionalities into complex molecular architectures under standard conditions.

Application

4-Bromo-2-(methylsulfonyl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine handle and electron-withdrawing methylsulfonyl group. The molecule exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance, making it well-suited for the construction of substituted pyrimidine scaffolds in API development and high-throughput screening campaigns.

Synthesis

Route1
- In-stock
  
  959236-97-6
- ~93%
- In-stock
  
  1208538-52-6
References
- Serrano, Catherine M.; Looper, Ryan E. Organic Letters, 2011 , vol. 13, # 19 p. 5000 - 5003
Route2
- 49844-90-8
- ~%
- In-stock
  
  1208538-52-6
References
- Organic Letters, , vol. 13, # 19 p. 5000 - 5003

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 59.92
LogP 0.6426
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Bromo-2-(methylsulfonyl)pyrimidine

CAS No. 1208538-52-6

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