61541-77-3

Basic information

• Product Name: 5-METHYL-4-PHENYLPYRIMIDIN-2-AMINE
• Synonyms: BUTTPARK 81\09-66;5-METHYL-4-PHENYLPYRIMIDIN-2-AMINE;5-Methyl-4-phenylpyrimidine-2-amine;5-methyl-4-phenyl-2-Pyrimidinamine
• CAS NO: 61541-77-3
• Molecular Formula: C₁₁H₁₁N₃
• Molecular Weight: 185.23
• Mol File: 61541-77-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 386.2 °C at 760 mmHg
• Flash Point: 215.7 °C
• Appearance: /
• Density: 1.159 g/cm³
• Vapor Pressure: 3.6E-06mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 5-METHYL-4-PHENYLPYRIMIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-4-PHENYLPYRIMIDIN-2-AMINE(61541-77-3)
• EPA Substance Registry System: 5-METHYL-4-PHENYLPYRIMIDIN-2-AMINE(61541-77-3)

Safety Data

• Hazardous Substances Data: 61541-77-3(Hazardous Substances Data)

Usage

General Description

5-Methyl-4-phenylpyrimidin-2-amine is a chemical compound that belongs to the pyrimidines class. Pyrimidines are aromatic heterocyclic organic compounds that are significant in a number of biological applications, such as the fundamental constituents of nucleotides: cytosine, thymine, and uracil, found in DNA and RNA. 5-Methyl-4-phenylpyrimidin-2-amine, specifically, has been utilized in various areas of chemical and pharmacological research. However, the specific properties and uses of this compound largely depend on the context it is applied in scientific research, and it is generally treated as a chemical intermediate in the synthesis of more complex compounds.

InChI:InChI=1/C11H11N3/c1-8-7-13-11(12)14-10(8)9-5-3-2-4-6-9/h2-7H,1H3,(H2,12,13,14)

Upstream product

• 35811-93-9 3-chloro-2-methylcinnamaldehyde 
• 50-01-1 guanidine hydrochloride 
• 506-93-4 guanidine nitrate 
• 536-74-3 phenylacetylene 
• 93-55-0 1-phenyl-propan-1-one 

Relevant articles and documents

Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines

A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.

A One-Pot Synthesis of 2-Aminopyrimidines from Ketones, Arylacetylenes, and Guanidine

The three-component reaction of ketones, arylacetylenes, and guanidine catalyzed by the KOBut/DMSO system leads to 2-aminopyrimidines in up to 80% yield. Depending on structure of the starting ketones, the aromatization of intermediate dihydropyrimidines occurs either with loss of hydrogen molecules or methylbenzenes. The latter process takes place in the ketones, in which one of the substituents is not a methyl group. The reaction conditions are tolerable for dialkyl-, aryl(hetaryl) alkyl-, and cycloalkyl ketones.