3-(1-Ethyl-2-pyrrolidinyl)pyridine

Base Information

• Chemical Name: 3-(1-Ethyl-2-pyrrolidinyl)pyridine
• CAS No.: 86900-39-2
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.261
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL163042
• DSSTox Substance ID: DTXSID20405316
• Nikkaji Number: J1.861.325E
• Wikidata: Q27215869
• Mol file: 86900-39-2.mol

Synonyms:86900-39-2;3-(1-ethylpyrrolidin-2-yl)pyridine;(R,S)-N-Ethylnornicotine;3-(1-Ethyl-2-pyrrolidinyl)pyridine;N-Ethyl(S)-Nornicotine;(R,S)-N-Ethyl Nornicotine;CHEMBL163042;Homonicotine;SCHEMBL157171;VXSLBTSUIZUVFX-UHFFFAOYSA-;DTXSID20405316;CHEBI:125389;BDBM50451805;AKOS006280936;BRD-A32582647-001-01-3;Q27215869;InChI=1/C11H16N2/c1-2-13-8-4-6-11(13)10-5-3-7-12-9-10/h3,5,7,9,11H,2,4,6,8H2,1H3

Chemical Property of 3-(1-Ethyl-2-pyrrolidinyl)pyridine

Chemical Property:

• PSA: 16.13000
• LogP: 2.17630
• Storage Temp.: Refrigerator
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

(R,S)-N-EthylNornicotine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCCC1C2=CN=CC=C2
• Uses: (R,S)-N-Ethyl Nornicotine is a homologue of Nicotine (N412420) and a Nornicotine (N757000) derivative having vasoconstrictor action.

Technology Process of 3-(1-Ethyl-2-pyrrolidinyl)pyridine

There total 8 articles about 3-(1-Ethyl-2-pyrrolidinyl)pyridine 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: 84.0%

ethylamine (75-04-7,85404-22-4) + 4-Oxo-1-(3-pyridyl)-1-butanone (76014-80-7) → 3-(1-ethylpyrrolidin-2-yl)pyridine (86900-39-2)

Guidance literature:

ethylamine; 4-Oxo-1-(3-pyridyl)-1-butanone; With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃;

With Amberlyst 15; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h;

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b109482n

Reference yield: 82.0%

3-[(2R)-1-ethyl-2-pyrrolidinyl]pyridine → 3-(1-ethylpyrrolidin-2-yl)pyridine (86900-39-2)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; at 40 ℃; for 5h; Temperature; Inert atmosphere;

Reference yield:

N'-acetylnornicotine (3000-78-0) → 3-(1-ethylpyrrolidin-2-yl)pyridine (86900-39-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1016/0031-9422(90)85311-3

upstream raw materials:

N'-acetylnornicotine

ethylamine

4-Oxo-1-(3-pyridyl)-1-butanone

nicotinic acid

Downstream raw materials:

N'-ethyl-S-nornicotine