4-Pyrrolidinopyridine

Base Information

• Chemical Name: 4-Pyrrolidinopyridine
• CAS No.: 2456-81-7
• Molecular Formula: C9H12N2
• Molecular Weight: 148.208
• Hs Code.: 29333999
• European Community (EC) Number: 219-534-2
• UNII: DH59VKG9S4
• DSSTox Substance ID: DTXSID90179299
• Nikkaji Number: J174K
• Wikipedia: 4-Pyrrolidinylpyridine
• Wikidata: Q229878
• ChEMBL ID: CHEMBL4754833
• Mol file: 2456-81-7.mol

Synonyms:4-pyrrolidino-pyridine;4-pyrrolidinopyridine

Chemical Property of 4-Pyrrolidinopyridine

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 0.0105mmHg at 25°C
• Melting Point: 57-58 °C
• Refractive Index: 1.5378 (estimate)
• Boiling Point: 263.1 °C at 760 mmHg
• PKA: 9.58±0.10(Predicted)
• Flash Point: 142 °C
• PSA: 16.13000
• Density: 1.08 g/cm³
• LogP: 1.74680
• Storage Temp.: Store at RT.
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: 3 g/L (21 ºC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.100048391
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

98% ^*data from raw suppliers

4-Pyrrolidinopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-34-41-23/24/25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC=NC=C2
• Description: 4-Pyrrolidinopyridine is the pyridine derivative. It can be used as catalyst employed in polymerization reactions or Hypernucleophilic acylation catalyst. For example, it can be used as the catalyst for the geometry-selective (E-selective) acylation of tetrasubstituted α, α'-alkenediols. It can also be used as the ligand in metal complexes such as the Chloride and pseudohalide hydride-carbonyl ruthenium(II) complexes.
• Uses: Catalyst employed in polymerization reactions. Ligand in metal complexes.

Technology Process of 4-Pyrrolidinopyridine

There total 25 articles about 4-Pyrrolidinopyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

pyrrolidine (123-75-1) + 4-chlorpyridine hydrochloride (7379-35-3) → 4-pyrrolidin-1-ylpyridine (2456-81-7)

Guidance literature:

With sodium hydroxide; water; In 1,4-dioxane; at 70 ℃; for 20h; under 6000480 Torr;

Reference yield: 89.0%

pyrrolidine (123-75-1) + 4-Chloropyridine (626-61-9) → 4-pyrrolidin-1-ylpyridine (2456-81-7)

Guidance literature:

With zinc(II) nitrate hexahydrate; In acetonitrile; at 75 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201403154

Reference yield: 58.0%

N-Pyridin-4-yl-succinamic acid methyl ester; hydrochloride (121409-81-2) → 4-pyrrolidin-1-ylpyridine (2456-81-7)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 9h; Heating;

DOI:10.1055/s-1988-27777

upstream raw materials:

pyrrolidine

3-Bromopyridine

4-((trimethylsilyl)oxy)pyridine

N-trimethylsilylpyrrolidine

Downstream raw materials:

2-bromo-4-(pyrrolidin-1-yl)-pyridine

2-chloro-4-(pyrrolidin-1-yl)-pyridine

Refernces

• 1、 Legault, Claude Y.,Mayer, Robert J.,Mayr, Herbert,Ofial, Armin R.. "Lewis Acidity Scale of Diaryliodonium Ions toward Oxygen, Nitrogen, and Halogen Lewis Bases". supporting information. . Retrieved 2020/03/13.
• 2、 Yuan, Chunling,Zhang, Lei,Zhao, Yingdai. "Cu(II)-catalyzed C-N coupling of (hetero)aryl halides and N-Nucleophiles promoted by α-benzoin oxime". . . Retrieved 2019/11/28.