3-[(2S)-1-ethylpyrrolidin-2-yl]pyridine

Base Information

• Chemical Name: 3-[(2S)-1-ethylpyrrolidin-2-yl]pyridine
• CAS No.: 5979-92-0
• Molecular Formula: C11H16N2
• Molecular Weight: 176.2581
• UNII: MDP0B1I46S
• DSSTox Substance ID: DTXSID80208522
• Nikkaji Number: J246.077G
• Wikidata: Q27283938
• Mol file: 5979-92-0.mol

Synonyms:Ethylnornicotine;5979-92-0;Pyridine, 3-(1-ethyl-2-pyrrolidinyl)-;N-Ethyl (S)-Nornicotine;UNII-MDP0B1I46S;MDP0B1I46S;3-[(2S)-1-ethylpyrrolidin-2-yl]pyridine;N-Ethylonornicotine;N-ETHYLNORNICOTINE;(S)-N-ETHYLNORNICOTINE;DTXSID80208522;LS-131603;Q27283938;PYRIDINE, 3-(1-ETHYL-2-PYRROLIDINYL)-, (S)-

Chemical Property of 3-[(2S)-1-ethylpyrrolidin-2-yl]pyridine

Chemical Property:

• Vapor Pressure: 0.0107mmHg at 25°C
• Boiling Point: 262.7°Cat760mmHg
• Flash Point: 112.7°C
• Density: 1.008g/cm³
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCCC1C2=CN=CC=C2
• Isomeric SMILES: CCN1CCC[C@H]1C2=CN=CC=C2

Technology Process of 3-[(2S)-1-ethylpyrrolidin-2-yl]pyridine

There total 7 articles about 3-[(2S)-1-ethylpyrrolidin-2-yl]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%

(S)-4-(N-ethylamino)-4-(pyridin-3-yl)butan-1-ol (1029134-47-1) → N'-ethyl-S-nornicotine (5979-92-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triethylamine hydrochloride; triphenylphosphine; In dichloromethane; at -20 ℃; for 3h;

DOI:10.1021/jo800204n

Reference yield:

N-ethyl-4-t-butoxycarbonylaminobutanamide (151363-16-5) → N'-ethyl-S-nornicotine (5979-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / 3M HCl / ethyl acetate / 0.5 h

2: 1.) 1M BH₃, 2.) 6M HCl / 1.) THF, reflux, 24 h, 2.) room temperature

3: 240 h

With hydrogenchloride; borane; In ethyl acetate;

DOI:10.1016/S0031-9422(00)90797-0

Reference yield:

N-ethyl-4-aminobutanamide hydrochloride → N'-ethyl-S-nornicotine (5979-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1M BH₃, 2.) 6M HCl / 1.) THF, reflux, 24 h, 2.) room temperature

2: 240 h

With hydrogenchloride; borane;

DOI:10.1016/S0031-9422(00)90797-0

upstream raw materials:

ethyl iodide

nornicotine

N-ethylputrescine dihydrochloride

N-ethyl-4-t-butoxycarbonylaminobutanamide