Isoquinoline, 3-(4-methoxyphenyl)-

Base Information

• Chemical Name: Isoquinoline, 3-(4-methoxyphenyl)-
• CAS No.: 20435-81-8
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• Mol file: 20435-81-8.mol

Synonyms:

Chemical Property of Isoquinoline, 3-(4-methoxyphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isoquinoline, 3-(4-methoxyphenyl)-

There total 32 articles about Isoquinoline, 3-(4-methoxyphenyl)- 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: 98.0%

4-methoxyphenylacetylen (768-60-5) + N-(2-iodobenzylidene)-2-methylpropan-2-amine (212505-57-2) → 3-(4-methoxyphenyl)isoquinoline (20435-81-8)

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: 93.0%

2-(4-methoxyphenylethynyl)benzaldehyde (176910-67-1) → 3-(4-methoxyphenyl)isoquinoline (20435-81-8)

Guidance literature:

With benzamidine monohydrochloride; triethylamine; at 140 ℃; for 0.0833333h; under 10501.1 Torr; Microwave irradiation;

DOI:10.1039/c3ra46722h

Reference yield: 93.0%

C23H19NO2 (1159003-34-5) → 3-(4-methoxyphenyl)isoquinoline (20435-81-8)

Guidance literature:

With trifluorormethanesulfonic acid; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 70 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2009.02.144

upstream raw materials:

2-[2-oxo-2-(4'-methoxyphenyl)ethyl]benzaldehyde

acrylic acid n-butyl ester

carbon monoxide

3-iodobenzoic acid methyl ester

Downstream raw materials:

4-isoquinolin-3-yl-phenol

N-(2-isopropylcarbonylbenzyl)-3-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

C₂₇H₂₆NO₃⁽¹⁺⁾*Br^(1-)

Refernces

• 1、 Huang, Qinhua,Larock, Richard C.. "Synthesis of isoquinolines by palladium-catalyzed cyclization, followed by a Heck reaction". . p. 3557 - 3560. Retrieved 2002.
• 2、 Barman, Debabrata,Ghosh, Tanmoy,Show, Krishanu,Debnath, Sudipto,Ghosh, Tapas,Maiti, Dilip K.. "NHC-Mediated Stetter-Aldol and Imino-Stetter-Aldol Domino Cyclization to Naphthalen-1(2 H)-ones and Isoquinolines". supporting information. p. 2178 - 2182. Retrieved 2021/04/05.