4-Methyl-3-phenylisoquinoline

Base Information

• Chemical Name: 4-Methyl-3-phenylisoquinoline
• CAS No.: 51089-62-4
• Molecular Formula: C16H13N
• Molecular Weight: 219.286
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80450488
• Nikkaji Number: J1.106.044G
• Wikidata: Q82270236
• Mol file: 51089-62-4.mol

Synonyms:4-methyl-3-phenylisoquinoline;51089-62-4;3-Phenyl-4-methylisoquinoline;SCHEMBL12145842;DTXSID80450488;FT-0733369;J-515745

Chemical Property of 4-Methyl-3-phenylisoquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 4.21020
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 219.104799419
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

4-Methyl-3-phenylisoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N=CC2=CC=CC=C12)C3=CC=CC=C3

Technology Process of 4-Methyl-3-phenylisoquinoline

There total 25 articles about 4-Methyl-3-phenylisoquinoline 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: 95.0%

1-Phenylprop-1-yne (673-32-5) + N-(2-iodobenzylidene)-2-methylpropan-2-amine (212505-57-2) → 4-Methyl-3-phenylisoquinoline (51089-62-4)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; triethylamine; In acetonitrile; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201800341

Reference yield: 95.0%

1-Phenylprop-1-yne (673-32-5) + 2-iodobenzaldehyde (26260-02-6) → 4-Methyl-3-phenylisoquinoline (51089-62-4)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; triethylamine; In acetonitrile; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201800341

Reference yield: 94.0%

1-Phenylprop-1-yne (673-32-5) + N,N'-(1,4-phenylenebis(methylene))dipicolinamide → 4-Methyl-3-phenylisoquinoline (51089-62-4)

Guidance literature:

With oxygen; sodium acetate; cobalt(II) acetate; In ethanol; at 100 ℃; for 2.5h; under 760.051 Torr; Sealed tube;

DOI:10.1002/chem.201702283

upstream raw materials:

1-Phenylprop-1-yne

1-phenylpropadiene

2-vinylbenzaldehyde

benzenecarbothioamide

Refernces

• 1、 Martínez, ángel Manu,Rodríguez, Nuria,Gómez-Arrayás, Ramón,Carretero, Juan C.. "Cobalt-Catalyzed ortho-C?H Functionalization/Alkyne Annulation of Benzylamine Derivatives: Access to Dihydroisoquinolines". supporting information. p. 11669 - 11676. Retrieved 2017/08/30.
• 2、 Ang, Wei Jie,Tai, Chih-Hsuan,Lo, Lee-Chiang,Lam, Yulin. "Palladium-catalyzed annulation of internal alkynes in aqueous medium". . p. 4921 - 4929. Retrieved 2014/01/23.