1-Methoxyisoquinolin-3-amine

Base Information

• Chemical Name: 1-Methoxyisoquinolin-3-amine
• CAS No.: 80900-33-0
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.19900
• DSSTox Substance ID: DTXSID70574627
• Wikidata: Q82463750
• Mol file: 80900-33-0.mol

Synonyms:1-Methoxyisoquinolin-3-amine;80900-33-0;3-Isoquinolinamine,1-methoxy;SCHEMBL5656369;DTXSID70574627;MFCD19690063;AKOS022174757;DS-7529;AM807237;A915835

Chemical Property of 1-Methoxyisoquinolin-3-amine

Chemical Property:

• PSA: 48.14000
• LogP: 2.40680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

1-Methoxyisoquinolin-3-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=CC2=CC=CC=C21)N

Technology Process of 1-Methoxyisoquinolin-3-amine

There total 2 articles about 1-Methoxyisoquinolin-3-amine 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: 94.0%

sodium methylate (124-41-4) + 3-amino-1-bromoisoquinoline (13130-79-5) → 1-methoxyisoquinolin-3-amine (80900-33-0)

Guidance literature:

In methanol; for 24h; Heating;

Reference yield: 34.5%

methanol (67-56-1) + (2-cyanophenyl)acetonitrile (3759-28-2) → 1-methoxyisoquinolin-3-amine (80900-33-0) + 3-Methoxy-isoquinolin-1-ylamine (80900-34-1)

Guidance literature:

rhodium(III) chloride; sodium carbonate; triphenylphosphine; for 12h; Heating;

DOI:10.1016/S0040-4039(01)82078-5

Reference yield:

1-methoxyisoquinolin-3-amine (80900-33-0) → 5-methoxy-2-(p-methoxyphenyl)-3H-imidazo<4,5-c>isoquinoline (110128-60-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / triethylamine / acetone / 2 h / Heating

2: 6.4 g / conc. HNO₃, acetic anhydride / 5 - 8 °C

3: 67 percent / KOH / methanol / 0.17 h

4: 76 percent / aq. sodium dithionite / ethanol / 0.08 h

5: 74 percent / ethanol / 2 h / Heating

With potassium hydroxide; sodium dithionite; nitric acid; acetic anhydride; triethylamine; In methanol; ethanol; acetone;

DOI:10.1071/CH9862089

upstream raw materials:

methanol

(2-cyanophenyl)acetonitrile

sodium methylate

3-amino-1-bromoisoquinoline

Downstream raw materials:

5-methoxy-2-(p-methoxyphenyl)-3H-imidazo<4,5-c>isoquinoline

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