2-Chloro-5-fluoro-4-methoxypyrimidine

Name: 2-Chloro-5-fluoro-4-methoxypyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 37554-70-4
Cat. No. CS-0045717
Purity≥97%
MDL No.MFCD07440062

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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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2-Chloro-5-fluoro-4-methoxypyrimidine|CS-0045717

Structure of 37554-70-4

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General Information

CAS No. 37554-70-4
Cat. No. CS-0045717
Purity ≥97%
MDL No. MFCD07440062
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClFN₂O
Molecular Weight 162.55
Synonym(s) 2-Chloro-5-fluoro-4-methoxy-1,3-diazine
SMILES COC1=NC(Cl)=NC=C1F

Description

2-Chloro-5-fluoro-4-methoxypyrimidine features a trifunctional pyrimidine core with orthogonal reactivity, enabling selective coupling in heterocyclic synthesis. The electron-deficient ring facilitates nucleophilic substitution at the chloro position, while the methoxy and fluoro groups provide steric and electronic control for downstream functionalization. This bench-stable compound serves as a key intermediate in agrochemical and pharmaceutical development workflows.

Application

2-Chloro-5-fluoro-4-methoxypyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its orthogonal reactivity—where the chlorine and fluorine substituents undergo selective nucleophilic substitution—facilitates the modular introduction of diverse aryl, heteroaryl, and amine functionalities. The methoxy group enhances solubility and stability during handling, while the compound exhibits robust bench stability and compatibility with standard coupling protocols. Widely employed in medicinal chemistry and agrochemical research, it functions as a key intermediate in the synthesis of kinase inhibitors and antiviral agents.

Synthesis

Route1
- 67-56-1
- In-stock
  
  2927-71-1
- ~79%
- In-stock
  
  37554-70-4
References
- Almirall, S.A.; Eastwood, Paul Robert; Gonzalez Rodriguez, Jacob; Bach Taña, Jordi; Pages Santacana, Lluis Miquel; Taltavull Moll, Joan; Caturla Javaloyes, Juan Francisco Patent: EP2338888 A1, 2011 ; Location in patent: Paragraph 0144; 0146 ; EP 2338888 A1
Route2
- 124-41-4
- In-stock
  
  2927-71-1
- ~76%
- In-stock
  
  37554-70-4
References
- Gacek, Michel; Undheim, Kjell Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1985 , vol. 39, # 8 p. 691 - 696

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 35.01
LogP 1.2777
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-5-fluoro-4-methoxypyrimidine

CAS No. 37554-70-4

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