58669-30-0

Basic information

• Product Name: N-isopropylpyridine-2-methylamine
• Synonyms: N-isopropylpyridine-2-methylamine;N-Isopropyl-2-pyridinemethanamine;N-Isopropylpyridine-2-(methanamine);Einecs 261-384-5;N-(1-Methylethyl)-2-PyridineMethanaMine;N-(pyridin-2-ylmethyl)propan-2-amine
• CAS NO: 58669-30-0
• Molecular Formula: C₉H₁₄N₂
• Molecular Weight: 150.22086
• EINECS: 261-384-5
• Mol File: 58669-30-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 213.4 °C at 760 mmHg
• Flash Point: 82.9 °C
• Appearance: /
• Density: 0.952 g/cm³
• Vapor Pressure: 0.165mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: N-isopropylpyridine-2-methylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-isopropylpyridine-2-methylamine(58669-30-0)
• EPA Substance Registry System: N-isopropylpyridine-2-methylamine(58669-30-0)

Safety Data

• Hazardous Substances Data: 58669-30-0(Hazardous Substances Data)

Usage

General Description

N-isopropylpyridine-2-methylamine is a chemical compound with the molecular formula C8H14N2. It is a derivative of pyridine, containing an isopropyl and a methylamine group attached to the second carbon of the pyridine ring. N-isopropylpyridine-2-methylamine is commonly used as a building block in organic synthesis and pharmaceutical research. It has a wide range of potential applications in the pharmaceutical industry, including as a precursor for the synthesis of various drugs and pharmaceutical intermediates. Additionally, it can also be used as a reagent in chemical reactions for the production of complex organic molecules. Overall, N-isopropylpyridine-2-methylamine plays a crucial role in the development and production of pharmaceutical compounds and other organic chemicals.

InChI:InChI=1/C9H14N2/c1-8(2)11-7-9-5-3-4-6-10-9/h3-6,8,11H,7H2,1-2H3

Upstream product

• 7032-23-7 pyridine-2-carbaldehyde N-isopropylimine 
• 3731-51-9 2-(Aminomethyl)pyridine 
• 67-64-1 acetone 
• 40468-84-6 isopropyl[(pyridin-2-yl)methylidene]amine 
• 1121-60-4 pyridine-2-carbaldehyde 
• 75-31-0 isopropylamine 

Downstream Products

• 1018330-07-8 2-(N-isopropyl-N-(2-pyridylmethyl)amino-methyl-6-hydroxymethyl)-4-methylphenol 
• 1018330-10-3 2-(N-isopropyl-N-((2-pyridyl)methyl)aminomethyl)-6-(N-(ethoxycarbonylmethyl)-N-((2-pyridyl)methyl)aminomethyl)-4-methylphenol 
• 114366-16-4 2-(N-isopropylaminomethyl)piperidine 

Relevant articles and documents

Oxo Transfer from Nitrogen Dioxide to Nitrito Group in a Copper(II) Complex

Reaction of Cu(II) complex [CuII(LH)(O2CCH3)2] (1) [LH = 4,6-ditert-butyl-2-((2-picolyl(isopropyl)amino)methyl)phenol] with equivalent amount of NO2 leads to the reduction of Cu(II) to Cu(I) with concomitant nitration at the phenol ring of the ligand. This resulted in the in situ formation of intermediate Cu(I) complex of the nitrated ligand (L′H). Additional equivalent of NO2 coordinates to the Cu(I) complex to form corresponding O-nitrito Cu(II) complex [CuII(L′(η1-ONO)] (2). Subsequent addition of NO2 led to the corresponding O-nitrato complex, [CuII(L′)(η1-ONO2)] (3) with concomitant formation of NO. Complexes 2 and 3 were isolated and structurally characterized. The formation of NO in the reaction was established by spin-trapping experiment. Isotopic labeling experiment revealed that the oxo transfer takes place from NO2 to the coordinated η1-ONO group.

Cyclopentadienyl-Ru(II)-Pyridylamine Complexes: Synthesis, X-ray Structure, and Application in Catalytic Transformation of Bio-Derived Furans to Levulinic Acid and Diketones in Water

A series of cationic half-sandwich cyclopentadienyl-ruthenium(II)-pyridylamine complexes, [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = Namine-substituted pyridylamine ligands) ([Ru]-1-[Ru]-6), along with the analogous cyclopentadienyl-ruthenium(II)-N-isopropylpyridylimine complex [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = N-isopropylpyridylimine) ([Ru]-7), have been synthesized in good yields. Structural identities of all the complexes have been authenticated by 1H, 13C, and 31P NMR, mass spectrometry, and X-ray crystallography. The synthesized complexes exhibited high catalytic activity for the transformation of the bio-derived furans, 2-furfural (furfural), 5-methyl-2-furfural (5-MF), and 5-hydroxymethyl-2-furfural (5-HMF) to levulinic acid (LA) and the diketones, 3-hydroxyhexane-2,5-dione (3-HHD), 1-hydroxyhexane-2,5-dione (1-HHD), and hexane-2,5-dione (HD) in water. Efficient transformation of furfural to LA over a range of η5-Cp-Ru-pyridylamine complexes is substantially affected by the Namine-substituents, where a η5-Cp-Ru-N-propylpyridylamine complex ([Ru]-2) exhibited higher catalytic activity in comparison to other η5-Cp-Ru-pyridylamine and η5-Cp-Ru-pyridylimine complexes. The relative catalytic activity of the studied complexes demonstrated a substantial structure-activity relationship which is governed by the basicity of Namine, steric hindrance at Namine, and the hemilabile nature of the coordinated pyridylamine ligands.

N-heterocyclic pyridylmethylamines: Synthesis, complexation, molecular structure, and application to asymmetric Suzuki-Miyaura and oxidative coupling reactions

The synthesis of N,N-bidentate ligands based on a π-deficient N-heterocyclic pyridylmethylamine core is described. The preparation and characterization of the corresponding N,N-ligand-palladium complexes in solution and the solid state are illustrated. Pd complexes showed a good yield and moderate catalytic activity (up to 40% ee) in the asymmetric Suzuki-Miyaura coupling reaction, leading to methoxybinaphthyl derivatives. The combination of N,N-pyridylmethylamines with cuprous iodide revealed effective catalytic systems in oxidative naphthol derivative coupling reactions, affording the corresponding binaphthyls in high yields and with enantioselectivities of up to 61%.