N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide
• CAS No.: 185950-65-6
• Molecular Formula: C₂₀H₂₀N₂O
• Molecular Weight: 304.392
• DSSTox Substance ID: DTXSID001216523
• Nikkaji Number: J1.775.833K
• Mol file: 185950-65-6.mol

Synonyms:DTXSID001216523;185950-65-6;N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide

Chemical Property of N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 304.157563266
• Heavy Atom Count: 23
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=CC=CC=C1C2=CC3=CC=CC=C3C=N2

Technology Process of N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide

There total 2 articles about N-[2-(3-Isoquinolinyl)phenyl]-2,2-dimethylpropanamide 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:

3-isoquinolinol (7651-81-2,134434-31-4) → 2,2-dimethyl-N-[2-(3-isoquinolinyl)phenyl]propanamide (185950-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine

2: 2.) Na₂CO₃ / 1.) Pd(PPh₃)4 / 1.) ethylene glycol dimethyl ether, 20 min, 2.) H₂O, reflux, 4 h

With pyridine; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾;

DOI:10.1016/S0960-894X(96)00521-5

Reference yield:

2-pivaloylaminophenyl boronic acid (146140-95-6) + 3-((trifluoromethylsulfonyl)oxy)isoquinoline (185950-63-4) → 2,2-dimethyl-N-[2-(3-isoquinolinyl)phenyl]propanamide (185950-65-6)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Yield given. Multistep reaction; 1.) ethylene glycol dimethyl ether, 20 min, 2.) H₂O, reflux, 4 h;

DOI:10.1016/S0960-894X(96)00521-5

Reference yield: 89.0%

2,2-dimethyl-N-[2-(3-isoquinolinyl)phenyl]propanamide (185950-65-6) → 3-(2-aminophenyl)isoquinoline (185950-67-8)

Guidance literature:

With sulfuric acid; for 2h; Heating;

DOI:10.1016/S0960-894X(96)00521-5

upstream raw materials:

2-pivaloylaminophenyl boronic acid

3-((trifluoromethylsulfonyl)oxy)isoquinoline

3-isoquinolinol

Downstream raw materials:

3-(2-aminophenyl)isoquinoline

2,2-dimethyl-N-[2-(2-oxy-isoquinolin-3-yl)-phenyl]-propionamide

2-(2-oxy-isoquinolin-3-yl)-phenylamine

3-(2-azido-phenyl)-isoquinoline 2-oxide