3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine

Base Information

• Chemical Name: 3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine
• CAS No.: 365261-27-4
• Molecular Formula: C6H10BrN
• Molecular Weight: 176.0543
• Hs Code.: 2933399090
• European Community (EC) Number: 860-052-2
• DSSTox Substance ID: DTXSID50454599
• Nikkaji Number: J1.576.199G
• Wikidata: Q82276215
• Mol file: 365261-27-4.mol

Synonyms:3-BROMO-1-METHYL-1,2,5,6-TETRAHYDROPYRIDINE;365261-27-4;5-bromo-1-methyl-3,6-dihydro-2H-pyridine;5-bromo-1-methyl-1,2,3,6-tetrahydropyridine;SCHEMBL307559;DTXSID50454599;MFCD16039626;AKOS015949292;CS-W001547;SB36850;s11379;AS-66073;FT-0684674;1-Methyl-3-bromo-1,2,5,6-tetrahydropyridine;EN300-742023;J-511812

Chemical Property of 3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine

Chemical Property:

• PSA: 3.24000
• LogP: 1.53860
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 174.99966
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC=C(C1)Br

Technology Process of 3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine

There total 2 articles about 3-Bromo-1-methyl-1,2,5,6-tetrahydropyridine 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: 70.0%

3-bromo-N-methylpyridinium iodide (32222-42-7) → 3-bromo-1-methyl-1,2,5,6-tetrahydropyridine (365261-27-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -15 ℃; for 0.5h;

DOI:10.1002/1099-0690(200107)2001:14<2665::AID-EJOC2665>3.0.CO;2-I

Reference yield: 66.0%

Homoarecoline (28125-84-0,5497-43-8) → 3-bromo-1-methyl-1,2,5,6-tetrahydropyridine (365261-27-4)

Guidance literature:

Homoarecoline; With bromine; In dichloromethane; at 20 ℃; for 0.5h;

With potassium hydroxide; In sulfolane; dichloromethane; at 50 - 90 ℃;

Reference yield: 71.0%

bis(pinacol)diborane (73183-34-3) + 3-bromo-1-methyl-1,2,5,6-tetrahydropyridine (365261-27-4) → 1-methyl-5-(4,4,4,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine (1254982-25-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

upstream raw materials:

3-bromo-N-methylpyridinium iodide

Homoarecoline

Downstream raw materials:

1-methyl-5-(4,4,4,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine