3-(But-3-en-1-yl)pyridine

Base Information

• Chemical Name: 3-(But-3-en-1-yl)pyridine
• CAS No.: 71532-24-6
• Molecular Formula: C9H11N
• Molecular Weight: 133.19000
• European Community (EC) Number: 889-030-0
• DSSTox Substance ID: DTXSID90553010
• Wikidata: Q82433476
• Mol file: 71532-24-6.mol

Synonyms:71532-24-6;3-(But-3-en-1-yl)pyridine;3-(3-Buten-1-yl)pyridine;Pyridine, 3-(3-butenyl)-;3-but-3-enylpyridine;3-(3-butenyl)pyridine;SCHEMBL868537;DTXSID90553010;AXYMVRAJICZMIT-UHFFFAOYSA-N;MFCD22413885;AKOS023682871;BS-36365

Chemical Property of 3-(But-3-en-1-yl)pyridine

Chemical Property:

• PSA: 12.89000
• LogP: 2.20020
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 98.9

Purity/Quality:

99% ^*data from raw suppliers

3-(3-buten-1-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCCC1=CN=CC=C1

Technology Process of 3-(But-3-en-1-yl)pyridine

There total 3 articles about 3-(But-3-en-1-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: 65.0%

3-iodopyridine (1120-90-7) + allyl bromide (106-95-6) + bis(iodozinc)methane (31729-70-1) → 4-(3-pyridyl)-1-butene (71532-24-6)

Guidance literature:

3-iodopyridine; bis(iodozinc)methane; With nickel; In tetrahydrofuran; at 40 ℃; for 0.5h;

With copper(I) cyanide di(lithium chloride); at -30 ℃;

allyl bromide; at -30 - 25 ℃; for 9h; chemoselective reaction;

DOI:10.1055/s-0034-1381044

Reference yield:

3-(3-pyridinyl)propionaldehyde (1802-16-0) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → 4-(3-pyridyl)-1-butene (71532-24-6)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; diethyl ether;

Reference yield:

3-Methylpyridine (108-99-6) + 3-chloroprop-1-ene (107-05-1) → 4-(3-pyridyl)-1-butene (71532-24-6)

Guidance literature:

With diethyl ether; ammonia; potassium amide;

DOI:10.1021/jo01353a020

upstream raw materials:

3-Methylpyridine

3-chloroprop-1-ene

3-(3-pyridinyl)propionaldehyde

(trimethylsilyl)methylmagnesium chloride

Downstream raw materials:

(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(4-pyridin-3-yl-butylphosphinoyloxy)-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

1-<(S)-2-<phosphinyl>oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester

Refernces

• 1、 -. "2,3-disubstituted pyridine derivatives, process for the preparation thereof, drug compositions containing the same and intermediates for the preparation". . . Retrieved 2008/06/13.