18437-58-6

Basic information

• Product Name: 4-Amino-2-picoline
• Synonyms: 4-AMINO-2-METHYLPYRIDINE;AURORA 2465;4-Pyridinamine,2-methyl-(9CI);4-AMINO-2-PICOLINE DIHYDROCHLORIDE;4-AMINO-2-METHYLPYRIDINE (4-AMINO-2-PICOLINE);4-Pyridinamine,2-methyl-;4-Amino-2-methylpyridine ,97%;4-AMINO-2-PICOLINE, 98+%
• CAS NO: 18437-58-6
• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14
• EINECS: -0
• Product Categories: VARIOUSAMINE;Amines;blocks;Pyridines;Pyridine;Amines and Anilines;Heterocycles;Pyridine Series;Aromatics;Intermediates
• Mol File: 18437-58-6.mol

Chemical Properties

• Melting Point: 93-97 °C
• Boiling Point: 143°C/9mmHg(lit.)
• Flash Point: 126.9 °C
• Appearance: Tan/Powder
• Density: 1.068 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Soluble in methanol.
• PKA: 9?+-.0.30(Predicted)
• CAS DataBase Reference: 4-Amino-2-picoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2-picoline(18437-58-6)
• EPA Substance Registry System: 4-Amino-2-picoline(18437-58-6)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22
• Safety Statements: 26-36/39-36
• WGK Germany: 3
• HazardClass: IRRITANT, TOXIC
• Hazardous Substances Data: 18437-58-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Amino-2-picoline is used as a key intermediate in the synthesis of various chemical compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its versatile structure allows for further functionalization and modification, making it a valuable building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Amino-2-picoline is used as a starting material for the development of new drugs and drug candidates. Its unique structure can be incorporated into drug molecules to impart specific biological activities and properties, such as improved binding affinity, selectivity, and pharmacokinetics.
Used in Agrochemical Industry:
4-Amino-2-picoline is also utilized in the agrochemical industry for the synthesis of active ingredients in pesticides and other crop protection products. Its incorporation into these molecules can enhance their efficacy, selectivity, and environmental compatibility.
Used in Preparation of 2-Methyl-pyridin-4-ol:
4-Amino-2-picoline is used as a precursor in the preparation of 2-methyl-pyridin-4-ol, an important intermediate in the synthesis of various chemical compounds. The conversion of 4-Amino-2-picoline to 2-methyl-pyridin-4-ol can be achieved through chemical reactions, such as oxidation or hydrolysis.
Used in Preparation of Nitrate at 20°C:
4-Amino-2-picoline can be used in the preparation of its nitrate salt at 20°C. The nitrate form of the compound can have different properties and applications compared to the free base, such as improved solubility, stability, or reactivity in certain chemical reactions.

Upstream product

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• 5470-66-6 2-methyl-4-nitropyridine N-oxide 
• 117889-67-5 2-methyl-1-oxy-[4]pyridylamine; hydrochloride 
• 14045-17-1 4-amino-2-methylpyridine N-oxide 
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• 159015-76-6 6c-methoxy-hex-5-en-3-yn-2-one 
• 25635-17-0 ethyl 2-methylpyridine-4-carboxylate 
• 931-19-1 2-methylpyridine N-oxide 
• 13508-96-8 2-methyl-4-nitro-pyridine 
• 23056-36-2 2-chloro-4-nitropyridine 

Downstream Products

• 18615-86-6 2-Methyl-4-hydroxypyridine 
• 766-16-5 para-fluoro-2-methylpyridine 
• 22282-99-1 4-bromo-2-methylpyridine 
• 22282-65-1 4-iodo-2-methyl-pyridine 
• 124421-06-3 1-(2-Chloro-6-methyl-phenyl)-3-(2-methyl-pyridin-4-yl)-urea 
• 18085-47-7 4-acetylamino-2-methylpyridine 
• 138305-17-6 4-Hydroxy-N-(3-methylpyridin-4-yl)-2-oxo-1-phenyl-1H-1,8-naphthyridine-3-carboxamide 
• 10460-50-1 4-amino-5-bromo-2-methylpyridine 
• 97944-41-7 4-amino-3-bromo-2-methylpyridine 
• 126325-54-0 4-amino-3,5-dibromo-2-methylpyridine 
• 97944-40-6 4-amino-3-chloro-2-methylpyridine 
• 152490-15-8 (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-(2-methyl-pyridin-4-yl)-3-phenyl-propionamide 
• 1001013-65-5 (E)-N'-(2-methylpyridin-4-yl)-4-(1H-pyrrolo[2,3-b]pyridin-1-yl)benzamidine 
• 152490-19-2 (S)-2-Amino-N-(2-methyl-pyridin-4-yl)-3-phenyl-propionamide 

Relevant articles and documents

Enthalpies of combustion of the three hydroxy-pyridines and the four hydroxy-2-methylpyridines

The enthalpies of combustion in oxygen at 298.15 K were measured in a static-bomb calorimeter and the enthalpies of sublimation at 298.15 K were measured by microcalorimetry for the following crystalline compounds: .The derived enthalpies of formation of the gaseous compounds are compared with theoretically predicted values for certain of these compounds.

2-methyl-4-bromopyridine preparation method

The invention belongs to the field of organic synthesis, and particularly relates to a 2-methyl-4-bromopyridine preparation method, which comprises: (1) carrying out a reaction on diethyl malonate andan alkali metal to generate a salt, adding a toluene solution of 2-chloro-4-nitropyridine in a dropwise manner, carrying out a condensation reaction, and decarboxylating under acidic conditions to obtain 2-methyl-4-nitropyridine; (2) carrying out hydrogenation reduction on the 2-methyl-4-nitropyridine under the catalysis of Pd/C by using methanol as a solvent, carrying out suction filtration, andconcentrating the filtrate to obtain 2-methyl-4-aminopyridine; and (3) carrying out a reaction on the 2-methyl-4-aminopyridine and an acid to generate a salt, cooling to -10-0 DEG C, adding bromine in a dropwise manner, adding a sodium nitrite aqueous solution in a dropwise manner, adjusting the pH value of the solution to achieve an alkaline state after the adding, extracting, drying, and concentrating to obtain 2-methyl-4-bromopyridine. According to the invention, the method has beneficial effects of mild reaction conditions, easy operation, simple post-treatment, easy scale-up production,good catalytic effect, high yield, inexpensive raw materials and low production cost, and is suitable for industrial production;.

A 2 - methyl -4 - bromo pyridine preparation method

The invention belongs to the field of organic synthesis, in particular relates to a 2 - methyl - 4 - bromo pyridine method, comprises the following steps: (1) malonic acid diethyl ester and alkali metal reaction to produce salt, then dropwise 2 - chloro - 4 - nitro pyridine to a toluene solution of a condensation reaction, after decarboxylation under acidic conditions shall be 2 - methyl - 4 nitro pyridine; (2) 2 - methyl - 4 - nitro-pyridine in under the catalysis of the Pd/C, methanol as the solvent, hydrogen reduction, filtered, the filtrate is concentrated, shall be 2 - methyl - 4 - aminopyridine; (3) 2 - methyl - 4 - aminopyridine first with an acid generating salt, cooled to - 10 °C - 0 °C, [...], drops the instillment sodium nitrite aqueous solution, pH adjusting solution is dropped is alkaline, and then extracted, drying, concentration, shall be 2 - methyl - 4 - bromo pyridine. The beneficial effect of the invention is: mild reaction conditions, is easy to operate, after treatment is simple, and easy to enlarge production, is extremely suitable for industrial production; good catalytic effect, high yield; low prices of raw materials, the production cost is low.

AN IMPROVED PROCESS FOR PRODUCING AMINOPYRIDINES

Disclosed herein is an improved process for producing aminopyridine compounds analogs, substituted forms, derivatives, or the pharmaceutically acceptable salts, esters, amides and prodrugs thereof with high purity and yield at industrial scale.

The synthesis of 6-deazaformycin A

The synthesis of the new C-nucleoside 6-deazaformycin A was achieved through the condensation of a suitably substituted lithiated 2-picoline with 2,3,5-tri-O-benzyl-d-ribonolactone, borohydride reduction of the resulting hemiacetals, followed by intramolecular Mitsunobu cyclization of the carbinols, manipulation of the protecting groups, and subsequent ring closure to result in the formation of 7-amino-3-(β-d-ribofuranosyl)pyrazolo[4,3-b]pyridine. Georg Thieme Verlag Stuttgart.

SMALL ORGANIC MOLECULE REGULATORS OF CELL PROLIFERATION

The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a compound. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal patched pathway or agonizing smoothened or hedgehog activity.

SMALL ORGANIC MOLECULE REGULATORS OF CELL PROLIFERATION

The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a compound. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal patched pathway or agonizing smoothened orhedgehog activity.

SMALL ORGANIC MOLECULE REGULATORS OF CELL PROLIFERATION

The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a compound. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal patched pathway or agonizing smoothened orhedgehog activity.

PROCESSES FOR THE PREPARATION OF COMPOUNDS

The present invention provides improved synthetic methods for the preparation of compounds that modulate proliferation or differentiation in a cell or tissue.

Pyrazine-2-carboxyamide derivatives

The present invention is concerned with novel pyrazine 2-carboxyamide derivatives of formula (I) wherein R1, R2 and R3 are as defined in the specification. These compounds are useful for the treatment of CNS disorders.