1993-63-1

Basic information

• Product Name: 2-Methoxy-5-fluoro-4-aminopyrimidine
• Synonyms: 2-Methoxy-5-fluoro-4-aminopyrimidine;4-Pyrimidinamine, 5-fluoro-2-methoxy- (9CI);4-AMINO-5-FLUORO-2-METHOXYPYRIMIDINE;2-methoxy-5-fluoro-4-aminopyrimidine (intermediate of flucytosine);5-Fluoro-2-methoxy-4-pyrimidinamine;5-Fluoro-2-MethoxypyriMidin-4-aMine;5-Fluoro-2-methoxy-pyrimidin-4-ylamine
• CAS NO: 1993-63-1
• Molecular Formula: C₅H₆FN₃O
• Molecular Weight: 143.1190432
• EINECS: 233-515-6
• Product Categories: PYRIMIDINE;(intermediate of flucytosine)
• Mol File: 1993-63-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 193 °C
• Boiling Point: 278.863 °C at 760 mmHg
• Flash Point: 122.452 °C
• Appearance: /
• Density: 1.345 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.63±0.10(Predicted)
• CAS DataBase Reference: 2-Methoxy-5-fluoro-4-aminopyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxy-5-fluoro-4-aminopyrimidine(1993-63-1)
• EPA Substance Registry System: 2-Methoxy-5-fluoro-4-aminopyrimidine(1993-63-1)

Safety Data

• Hazardous Substances Data: 1993-63-1(Hazardous Substances Data)

Usage

General Description

2-Methoxy-5-fluoro-4-aminopyrimidine is a chemical compound with the formula C5H6FN3O. It is a synthetic organic molecule that contains a pyrimidine ring structure with a methoxy group, a fluorine atom, and an amino group attached to it. 2-Methoxy-5-fluoro-4-aminopyrimidine has potential applications in pharmaceutical research and drug development due to its fluorine and amino substituents, which can enhance the biological activity and pharmacokinetic properties of drug molecules. Additionally, its methoxy group may also contribute to its pharmacological profile. This chemical compound is of interest to medicinal chemists and pharmacologists for its potential as a building block in the synthesis of new pharmaceuticals.

Upstream product

• 24285-39-0 O-methylisourea hydrosulfate 
• 52328-05-9 O-methylisourea hemisulfate 
• 1801-06-5 2-methoxy-4-chloro-5-fluoropyrimidine 

Downstream Products

• 2022-85-7 Flucytosine 

Relevant articles and documents

Synthesis of 4-amino-5-fluoropyrimidines and 5-amino-4-fluoropyrazoles from a β-fluoroenolate salt

A synthesis of fluorinated pyrimidines under mild conditions from amidine hydrochlorides and the recently described potassium 2-cyano-2-fluoroethenolate was developed. A broad substrate scope was tested and mostly excellent yields were obtained. The synthesis of fluorinated aminopyrazoles from the same fluorinated precursor could be demonstrated but proceeded with lower efficiency.

Synthesis of 5-Fluorocytosine Using 2-Cyano-2-fluoroethenolate as a Key Intermediate

There is an urgent demand for 5-fluorocytosine (5-FC) due to its activity against HIV-induced fungal infections as well as its use as a key intermediate in the synthesis of the clinically highly important anti-HIV drug emtricitabine (FTC). We report a simple, low-cost five steps synthesis of 5-FC starting from chloroacetamide. Overall yields up to 46 % were achieved and the route is devoid of any chromatographic purifications. The previously unknown key intermediate (Z)-2-cyano-2-fluoroethenolate is obtained through a Claisen-type condensation from fluoroacetonitrile. As the direct cyclization with urea only gave poor yields, 5-fluoro-2-methoxypyrimidin-4-amine, 5-fluoro-2-(methylsulfanyl)pyrimidin-4-amine and 5-fluoropyrimidine-2,4-diamine served as synthetic intermediates.