5-Bromo-4-methylpyrimidine

Name: 5-Bromo-4-methylpyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1439-09-4
Cat. No. CS-W003724
Purity≥97%
MDL No.MFCD10000597

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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 1439-09-4

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General Information

CAS No. 1439-09-4
Cat. No. CS-W003724
Purity ≥97%
MDL No. MFCD10000597
Storage 4°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂
Molecular Weight 173.01
Synonym(s) Pyrimidine, 5-bromo-4-methyl- (7CI,8CI,9CI)
SMILES CC1=NC=NC=C1Br

Description

5-Bromo-4-methylpyrimidine serves as a key heterocyclic scaffold for medicinal chemistry and materials science. This electron-deficient pyrimidine integrates readily into pharmaceutical intermediates and functional polymers, offering high stability under standard conditions. The bromine at the 5-position enables facile cross-coupling reactions, while the methyl group enhances solubility and modulates electronic properties.

Application

5-Bromo-4-methylpyrimidine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant pyrimidine scaffolds. The bromo group facilitates efficient C–C and C–N bond formation under standard coupling conditions, while the methyl substituent provides steric and electronic modulation. This compound exhibits excellent bench stability and compatibility with diverse functional groups, making it a reliable reagent for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  4595-59-9
- 917-54-4
- ~15%
- In-stock
  
  1439-09-4
References
- NISSAN CHEMICAL INDUSTRIES, LTD. Patent: WO2009/57827 A1, 2009 ; Location in patent: Page/Page column 167 ;
Route2
- In-stock
  
  3438-55-9
- ~49%
- In-stock
  
  1439-09-4
References
- Yamanaka, Hiroshi; Sakamoto, Takao; Nishimura, Sumiko; Sagi, Mataichi Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 8 p. 3119 - 3126

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 25.78
LogP 1.54752
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Bromo-4-methylpyrimidine

CAS No. 1439-09-4

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