15513-18-5

Basic information

• Product Name: ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE
• Synonyms: ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE;N-(1-Methylethyl)-2-PyridinaMine;N-isopropylpyridin-2-amine
• CAS NO: 15513-18-5
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 209.11616
• Mol File: 15513-18-5.mol

Chemical Properties

• Boiling Point: 228.3°Cat760mmHg
• Flash Point: 91.9°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.074mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE(15513-18-5)
• EPA Substance Registry System: ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE(15513-18-5)

Safety Data

• Hazardous Substances Data: 15513-18-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE is used as a building block for the synthesis of various drugs and pharmaceutical compounds. Its role in the development of new medications is crucial, as it can be incorporated into the molecular structures of potential therapeutic agents.
Used in Organic Synthesis:
ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE is also used as a reagent in organic synthesis, where it can participate in various chemical reactions to form new organic compounds. Its versatility in organic chemistry makes it a valuable tool for researchers in the field.
Used in the Production of Pharmaceuticals:
ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE serves as an intermediate in the production of pharmaceuticals. Its presence in the manufacturing process is essential for the creation of final drug products that can be used for the treatment of various medical conditions.
Safety Precautions:
It is important to handle ISOPROPYL-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE with caution due to its potential health hazards. It should be used in a well-ventilated area and with appropriate protective equipment to ensure the safety of those working with the compound.

InChI:InChI=1/C8H12N2/c1-7(2)10-8-5-3-4-6-9-8/h3-7H,1-2H3,(H,9,10)

Upstream product

• 5029-67-4 2-iodopyridine 
• 75-31-0 isopropylamine 
• 109-09-1 2-chloropyridine 
• 34813-97-3 2-(formylamino)pyridine 
• 121953-51-3 N-Isopropyl-N-pyridin-2-yl-formamide 
• 504-29-0 2-aminopyridine 
• 67-64-1 acetone 
• 67-63-0 isopropyl alcohol 
• 38427-94-0 N-(tert-butoxycarbonyl)-2-aminopyridine 
• 442513-38-4 isopropyl-pyridin-2-yl-carbamic acid tert-butyl ester 
• 17624-36-1 2-pyridyllithium 
• 219943-31-4 N-isopropyl-O-(trimethylsilyl)hydroxylamine 
• 75-30-9 2-iodo-propane 
• 40825-17-0 Natrium-Verbindung des [2]Pyridylamins 

Relevant articles and documents

Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction

The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.

CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines

A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.

Room-temperature Cu-catalyzed: N -arylation of aliphatic amines in neat water

A room-temperature and PTC-free copper-catalyzed N-arylation of aliphatic amines in neat water has been developed. Using a combination of CuI and 6,7-dihydroquinolin-8(5H)-one oxime as the catalyst and KOH as the base, a wide range of aliphatic amines are arylated with various aryl and heteroaryl halides to give the corresponding products in up to 95% yield.

Mesoionic pyrido[1,2-a]pyrimidinones: A novel class of insecticides inhibiting nicotinic acetylcholine receptors

A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species, particularly hemiptera and lepidoptera. Mode-of-action studies showed that they act on nicotinic acetylcholine receptors (nAChRs) primarily as inhibitors. Here we report the discovery, evolution, and preparation of this class of chemistry. Our efforts in structure–activity relationship elucidation and biological activity evaluation are also presented.

The synthesis of sterically hindered amines by a direct reductive amination of ketones

An atom-economical methodology for the synthesis of sterically hindered tertiary amines was developed, which is based on complementary Rh- and Ru-catalyzed direct reductive amination of ketones with primary and secondary amines using carbon monoxide as a deoxygenating agent.

Benzimidazolium sulfonate ligand precursors and application in ruthenium-catalyzed aromatic amine alkylation with alcohols

New benzimidazolium sulfonate salts have been prepared and fully characterized. They have been associated in situ with [RuCl2(p-cymene)]2 to generate efficient catalytic systems operating at 120 °C under neat conditions in the presence of potassium tert-butylate for selective N-alkylation of primary aromatic amines into secondary amines.

Cationic iridium-catalyzed enantioselective activation of secondary sp 3 C-H bond adjacent to nitrogen atom

A cationic Ir(I)-tolBINAP complex catalyzed an enantioselective C-C bond formation, which was initiated by secondary sp3 C-H bond cleavage adjacent to nitrogen atom. A wide variety of 2-(alkylamino)pyridines and alkenes were selectively transformed into the corresponding chiral amines with moderate to almost perfect enantiomeric excesses. Alkynes were also investigated as coupling partners. The effect of alkyl structure in substrates and directing groups were studied. This transformation represents the first example of a highly enantioselective C-H bond activation of a methylene group, not at allylic or benzylic position.

A convenient synthesis of 2-(alkylamino)pyridines

The synthesis of a series of 2-(alkylamino) pyridines (1) in three steps from 2-aminopyridine (4) is reported. The products were obtained in 67-91% overal yield from 4.

ASYMMETRIC REDUCTION OF PROCHIRAL CYCLIC KETONES WITH LITHIUM ALUMINIUM HYDRIDE PARTIALLY DECOMPOSED BY (1R,2S)-(-)-N-METHYLEPHEDRINE AND 2-ALKYLAMINOPYRIDINE

The title chiral hydride was found to reduce prochiral cyclic ketones, affording the corresponding optically active cyclic alcohols in high optical (max. 98percentee) yields.