5407-87-4

Basic information

• Product Name: 2-Amino-4,6-dimethylpyridine
• Synonyms: Pyridine, 2-amino-4,6-dimethyl-;4,6-dimethyl-2-pyridylamine;6-AMINO-2,4-LUTIDINE 98+%;2-amino-4,6-dimethylpyridine (6-amino-2,4,-lutidine);2,4-Dimethyl-6-aminopyridine;6-Amino-2,4dimethylpyridine;6-Amino-2,4-lutidine, 4,6-Dimethylpyridin-2-amine;2-AMino-4,6-diMehtylpyridine
• CAS NO: 5407-87-4
• Molecular Formula: C₇H₁₀N₂
• Molecular Weight: 122.17
• EINECS: 226-470-9
• Product Categories: Pyridine series;Amines;Pyridines;Pyridine;Heterocycle-Pyridine series
• Mol File: 5407-87-4.mol

Chemical Properties

• Melting Point: 63-64 °C(lit.)
• Boiling Point: 235 °C(lit.)
• Flash Point: 115.5 °C
• Appearance: White to light brown/Crystalline Powder
• Density: 1.0959 (rough estimate)
• Vapor Pressure: 0.0513mmHg at 25°C
• Refractive Index: 1.6100 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.62±0.35(Predicted)
• CAS DataBase Reference: 2-Amino-4,6-dimethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4,6-dimethylpyridine(5407-87-4)
• EPA Substance Registry System: 2-Amino-4,6-dimethylpyridine(5407-87-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: US1818000
• Hazardous Substances Data: 5407-87-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-4,6-dimethylpyridine is used as an organic intermediate for the synthesis of various chemical compounds with therapeutic activity. It plays a crucial role in the preparation of quinoline and quinoxaline compounds, which have demonstrated potential anticancer properties. Its ability to be incorporated into these compounds contributes to the development of new drugs for the treatment of cancer.
Used in Chemical Synthesis:
2-Amino-4,6-dimethylpyridine is also used as a building block in the synthesis of other complex organic molecules. Its unique structure allows for further functionalization and modification, making it a valuable component in the creation of a wide range of chemical products.

Purification Methods

Recrystallise this base from hexane, ether/pet ether or *benzene. Residual *benzene is removed over paraffin-wax chips in an evacuated desiccator. The dipicrate crystallises from EtOH and has m 205-207o(dec). [Beilstein 22 III/IV 4210.]

InChI:InChI=1/C7H10N2/c1-5-3-6(2)9-7(8)4-5/h3-4H,1-2H3,(H2,8,9)

Upstream product

• 72693-02-8 4,6-dimethylpicolinamide 
• 108-47-4 2,4-lutidine 
• 676-58-4 methylmagnesium chloride 
• 201421-85-4 3-Cyanomethyl-3-methyl-pentanedinitrile 
• 1122-45-8 2,4-dimethylpyridine N-oxide 
• 18088-10-3 4,6-dimethylpyridine-2-carboxylic acid 
• 80206-42-4 4,6-dimethylpyridine-2-carboxylic acid ethyl ester 
• 179554-66-6 2-(2,5-dimethyl-1H-pyrrol-1-yl)-4,6-dimethylpyridine 
• 769-27-7 6-amino-3-cyano-2,4-dimethylpyridine 

Downstream Products

• 1030-57-5 N-(4,6-dimethyl-[2]pyridyl)-mandelamide 
• 5407-88-5 N-(4,6-dimethyl-2-pyridinyl)acetamide 
• 101111-98-2 2-(4,6-dimethyl-[2]pyridylamino)-1-phenyl-ethanone 
• 73498-00-7 sulfadimidine 
• 16115-08-5 6-Hydroxy-2,4-lutidin 
• 30838-93-8 2-chloro-4,6-dimethyl-pyridine 
• 4926-26-5 2-bromo-4,6-dimethyl pyridine 
• 5407-86-3 3,5-dibromo-4,6-dimethylpyridin-2-amine 
• 827-42-9 5-phenyl-3H-1,2-dithiol-3-one 
• 3445-76-9 5-phenyl-3H-1,2-dithiole-3-thione 
• 81509-83-3 4,6-dimethyl-2-(5-phenyl-1,2-dithiol-3-ylideneamino)pyridine 
• 94843-59-1 3-Bromo-N-(4,6-dimethyl-pyridin-2-yl)-benzamide 
• 94843-65-9 N-(4,6-Dimethyl-pyridin-2-yl)-4-methylsulfanyl-benzamide 
• 94843-64-8 N-(4,6-Dimethyl-pyridin-2-yl)-4-ethoxy-benzamide 

Relevant articles and documents

Synthesis method of 2-amino-4,6-dimethylpyridine

The invention discloses a synthesis method of 2-amino-4,6-dimethylpyridine. The synthesis method is characterized by comprising the following steps: adding 3-aminocrotononitrile into acetic acid in batches, and carrying out heating for ripening; cooling a reaction liquid, and beginning to decompress and concentrate acetic acid; then adding a concentrated solution into crushed ice, and carrying outsuction filtration, suspension washing and drying on a separated solid to obtain an intermediate; adding the intermediate into a concentrated sulfuric acid solution, and carrying out heating for ripening; carrying out cooling, and dropwise adding pure water for a quenching reaction; pouring a reaction liquid obtained in the previous step into crushed ice, then adding methylbenzene for extractionmultiple times, combining upper-layer organic phases, and sequentially performing washing with saturated sodium chloride, drying, suction filtration and concentration to obtain a crude product; carrying out reduced-pressure solid distillation on the crude product, and collecting a product fraction; and recrystallizing the obtained fraction by using isopropyl ether so as to obtain the white crystalline 2-amino-4,6-dimethylpyridine. According to the prepared high-purity 2-amino-4,6-dimethyl pyridine, GC purity can reach 99% or above, and total yield is 70% or above.

Microwave-assisted protection of primary amines as 2,5-dimethylpyrroles and their orthogonal deprotection

Primary amines can be readily doubly protected as N-substituted 2,5-dimethylpyrroles. Although this protecting group is stable toward strong bases and nucleophiles, long reaction times are required for both the protection and deprotection steps, generally resulting in low deprotection yields. By employing microwave irradiation, protection and deprotection reaction times are dramatically reduced. Furthermore, deprotection with dilute hydrochloric acid in ethanol increases reaction yields. Diverse deprotection conditions have been developed in conjunction with microwave irradiation, so that protection as an N-substituted 2,5-dimethylpyrrole can be orthogonal to other standard amine protecting groups, such as tert-butyloxycarbonyl (Boc), carbobenzyloxy (Cbz), and 9-fluorenylmethyloxycarbonyl (Fmoc).

Substituted 2-aminopyridines as inhibitors of nitric oxide synthases.

A series of substituted 2-aminopyridines was prepared and evaluated as inhibitors of human nitric oxide synthases (NOS). 4,6-Disubstitution enhanced both potency and specificity for the inducible NOS with the most potent compound having an IC50 of 28 nM.

Synthesis of 1,1,1-ethanetriacetonitrile, precursor of 6-substituted-4-methyl-2-aminopyridines

1,1,1-ethanetriacetonitrile 1a, a new symmetrical tridentate ligand has been prepared from 3-methylpentenedioic acid diethylester. 6-Substituted-4-methyl-2-aminopyridines were obtained through organometallic additions on 1a.