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

• 52328-05-9 O-methylisourea hemisulfate 
• 24285-39-0 O-methylisourea hydrosulfate 
• 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.

Preparation method of 5- flucytosine

The invention belongs to the technical field of chemical synthesis of medicines and relates to a preparation method of 5-flucytosine. The preparation method comprises the following steps: utilizing ethyl formate and methyl chloroformate to synthesize 2-chloro-3-oxo methyl propionate, then utilizing oxymethylisourea to close rings to obtain pyrimidine rings, utilizing potassium fluoride to substitute chlorine on the pyrimidine rings, utilizing phosphorus oxytrichloride to substitute hydroxyl groups on the pyrimidine rings, then adding ammonia water to lead chloride to be substituted with aminogroups, and hydrolyzing under an acid condition to obtain a product, namely the 5-flucytosine. The preparation method has the beneficial effects that the methyl chloroacetate is adopted for substituting methyl fluoroacetate to be used as a synthetic raw material of the 5-flucytosine, so that the use of highly-toxic chemicals such as the methyl fluoroacetate is avoided; simultaneously, since the price of the methyl chloroacetate is much lower than the price of the methyl fluoroacetate, the production cost can be saved; by utilization of the synthetic route provided by the invention, the higher-purity 5-flucytosine can be prepared without need of complex aftertreatment steps; simultaneously, the preparation method has higher overall yield and obvious industrial value and is worthy of being promoted and used on a large scale.