1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline

Base Information

• Chemical Name: 1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline
• CAS No.: 51449-10-6
• Molecular Formula: C20H20BrNO4
• Molecular Weight: 418.287
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10359738
• Nikkaji Number: J1.375.158G
• Wikidata: Q82141068
• Mol file: 51449-10-6.mol

Synonyms:1-(2-bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline;51449-10-6;1-[(2-bromo-4,5-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;Bromopapaverine;DTXSID10359738;MFCD03368340;STK130430;AKOS003277852;LS-08743;AO-080/42479643

Chemical Property of 1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline

Chemical Property:

• Vapor Pressure: 2.46E-10mmHg at 25°C
• Boiling Point: 518.4oC at 760 mmHg
• Flash Point: 267.3oC
• PSA: 49.81000
• Density: 1.356g/cm3
• LogP: 4.62250
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 417.05757
• Heavy Atom Count: 26
• Complexity: 440

Purity/Quality:

1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=CN=C2CC3=CC(=C(C=C3Br)OC)OC)OC

Technology Process of 1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline

There total 5 articles about 1-(2-Bromo-4,5-dimethoxybenzyl)-6,7-dimethoxyisoquinoline 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: 99.0%

Papaverine (58-74-2) → 1-(2'-bromo-4',5'-dimethoxybenzyl)-6,7-dimethoxyisoquinoline (51449-10-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; hydrogen bromide; In water; 1,2-dichloro-ethane; at 50 ℃; for 2.5h; regioselective reaction;

DOI:10.1016/j.chempr.2018.11.007

Reference yield:

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide (139-76-4) → 1-(2'-bromo-4',5'-dimethoxybenzyl)-6,7-dimethoxyisoquinoline (51449-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / acetonitrile

2: bromine / acetic acid

With bromine; trichlorophosphate; In acetic acid; acetonitrile;

DOI:10.1016/S0040-4039(98)00167-1

Reference yield:

→ 1-(2'-bromo-4',5'-dimethoxybenzyl)-6,7-dimethoxyisoquinoline (51449-10-6)

Guidance literature:

With bromine;

upstream raw materials:

Papaverine

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide

Downstream raw materials:

4,5-dimethoxy-2-(6,7-dimethoxyisoquinolin-1-ylmethyl)benzoic acid

1-(4,5-Dimethoxy-2-vinyl-benzyl)-6,7-dimethoxy-isoquinoline

1-(2-Methanesulfinyl-4,5-dimethoxy-benzyl)-6,7-dimethoxy-isoquinoline

1-[2-(2-Methanesulfinyl-ethyl)-4,5-dimethoxy-benzyl]-6,7-dimethoxy-isoquinoline