3435-28-7

Basic information

• Product Name: 4-Pyrimidinamine, 6-methyl- (9CI)
• Synonyms: 4-Pyrimidinamine, 6-methyl- (9CI);6-methylpyrimidin-4-amine;4-Amino-6-methylpyrimidine;6-methyl-4-pyrimidinamine(SALTDATA: FREE);6-Methyl-4-aMine-pyriMidine;6-Methyl-4-pyriMidinaMine;6-Methyl-pyrimidin-4-ylamine;4-methyl-6-aminopyrimidine
• CAS NO: 3435-28-7
• Molecular Formula: C₅H₇N₃
• Molecular Weight: 109.12918
• Product Categories: PYRIMIDINE
• Mol File: 3435-28-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 197°C
• Boiling Point: 194.6°C (rough estimate)
• Flash Point: 128.656 °C
• Appearance: /Solid
• Density: 1.1118 (rough estimate)
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.5340 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 5.83±0.10(Predicted)
• CAS DataBase Reference: 4-Pyrimidinamine, 6-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyrimidinamine, 6-methyl- (9CI)(3435-28-7)
• EPA Substance Registry System: 4-Pyrimidinamine, 6-methyl- (9CI)(3435-28-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 3435-28-7(Hazardous Substances Data)

Usage

Description

4-Pyrimidinamine, 6-methyl(9CI), also known as 6-Methylpyrimidin-4-amine, is a pyrimidine derivative with the molecular formula C5H6N4. It is a chemical compound that serves as a building block in the synthesis of various compounds, particularly in pharmaceutical and chemical research. Due to its potential applications in the development of pharmaceutical drugs, agrochemicals, and other organic compounds, it is a valuable component in the creation of new and innovative products. However, it is crucial to handle this compound with care, as it may pose potential hazards if not used properly.

Uses

Used in Pharmaceutical Industry:
4-Pyrimidinamine, 6-methyl(9CI) is used as a building block for the synthesis of pharmaceutical drugs. Its unique chemical structure allows it to be incorporated into various drug molecules, potentially leading to the development of new and effective treatments for a wide range of diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Pyrimidinamine, 6-methyl(9CI) is utilized as a component in the development of new agrochemicals. Its incorporation into these compounds can enhance their effectiveness in protecting crops from pests and diseases, thereby contributing to increased agricultural productivity.
Used in Chemical Research:
4-Pyrimidinamine, 6-methyl(9CI) is employed as a research tool in chemical research. Its unique properties and reactivity make it an ideal candidate for studying various chemical reactions and processes, leading to a better understanding of chemical behavior and the development of new synthetic methods.
Used in Organic Compounds Synthesis:
This pyrimidine derivative is used as a key component in the synthesis of various organic compounds. Its versatility and reactivity enable chemists to create a wide range of molecules with diverse applications, from pharmaceuticals to materials science.

InChI:InChI=1/C5H7N3/c1-4-2-5(6)8-3-7-4/h2-3H,1H3,(H2,6,7,8)

Upstream product

• 14394-60-6 2-chloro-6-methyl-pyrimidin-4-ylamine 
• 3473-63-0 formamidine acetic acid 
• 5424-21-5 2,4-dichloro-6-methylpyrimidine 
• 1118-61-2 3-Aminocrotononitrile 
• 149-73-5 trimethyl orthoformate 
• 7732-18-5 water 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 10034-85-2 hydrogen iodide 
• 3435-25-4 4-methyl-6-chloropyrimidine 
• 108260-15-7 2-(iodomethyl)-6-methyl-4-pyrimidinylamine 

Downstream Products

• 425615-33-4 7-methylimidazo[1,2-c]pyrimidine 
• 52816-78-1 4-Amino-6-methylpyrimidin-1-oxid 
• 83410-18-8 4-Amino-5-iod-6-methyl-pyrimidin 
• 7752-48-9 4-Amino-5-brom-6-methyl-pyrimidin 
• 1334407-95-2 3,5-dichloro-4-(4-((6-methylpyrimidin-4-yl)amino)-3H-imidazo[4,5-c]pyridin-2-yl)benzonitrile 
• 1334408-49-9 2-(2,6-dichlorophenyl)-N-(6-methylpyrimidin-4-yl)-3H-imidazo[4,5-c]pyridin-4-amine 
• 1378040-88-0 3-chloro-2-[7-fluoro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]-5-vinylbenzonitrile 
• 1378040-80-2 [2-(2,6-dichloro-4-vinylphenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-(6-methylpyrimidin-4-yl)amine 
• 1378040-64-2 3-fluoro-2-[7-fluoro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]-benzonitrile 
• 1378038-58-4 3-chloro-5-fluoro-2-[7-fluoro-4-(6-methylpyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-benzonitrile 

Relevant articles and documents

Design and synthesis of a novel series of 4-heteroarylamino-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octanes as α7 nicotinic receptor agonists 2. Development of 4-heteroaryl SAR

Quinuclidine-containing spirooxazolines, as described in the previous report in this series, were demonstrated to have utility as α7 nicotinic acetylcholine receptor (α7 nAChR) partial agonists. In this work, the SAR of this chemotype was expanded to include an array of diazine heterocyclic substitutions. Many of the heterocyclic analogs were potent partial agonists of the α7 receptor, selective against other nicotinic receptors and the serotinergic 5HT3A receptor. (1′S,3′R,4′S)-N-(6-phenylpyrimidin-4-yl)-4H-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octan]-2-amine, a potent and selective α7 nAChR partial agonist, was demonstrated to improve cognition in the mouse novel object recognition (NOR) model of episodic memory.

Process for Preparing 4-Aminopyrimidine Compound

The present invention is to provide a process for preparing a 4-aminopyrimidine compound represented by the formula (3): wherein R1 and R2 each represent a hydrogen atom or group which does not participate in the reaction and which may have a substituent(s), and R1 and R2 may be bonded to each other to form a ring, and R4 represents a hydrogen atom or a hydrocarbon group, which comprises reacting ammonia, a 3-substituted or unsubstituted acrylonitrile compound represented by the formula (1): [in-line-formulae]CR1(CN)═CR2Y??(1) [/in-line-formulae]wherein R1 and R2 have the same meanings as defined above, and Y represents an amino group or OR, where R represents a hydrogen atom or a hydrocarbon group, and an organic acid compound represented by the formula (2): [in-line-formulae](R3O)3CR4??(2) [/in-line-formulae]wherein R3 represents a hydrocarbon group, and R4 has the same meaning as defined above.

Studies on the Regioselective Halogenation of 4-Amino-2-iodomethyl-6-methylpyrimidines

In the presence of oxidants, 4-amino-2-iodomethyl-6-methylpyrimidines 2 undergo regioselective reactions in the position 2 and/or 5.Thus, the reaction of 2a with hydrogen peroxide proceeds under dealkylation and iodination to give 4-amino-5-iodo-6-methylpyrimidine 7.Depending on reaction temperature and molar ratios the reaction of 2a with bromine or chlorine leads to the corresponding 4-amino-5-halogeno-2-halogenomethyl-6-methylpyrimidines 2c, 9a and 9d.The 5-substituted pyrimidines 2b, c afford the 2-bromo (or chloro) methyl derivatives 9b, c.