ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate

Base Information

• Chemical Name: ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate
• CAS No.: 83391-31-5
• Molecular Formula: C₂₀H₂₀N₂O₃
• Molecular Weight: 336.39
• Mol file: 83391-31-5.mol

Synonyms:

Chemical Property of ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate

There total 1 articles about ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate 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:

2-amino-3,4-dihydro-1(2H)-isoquinolinone (39113-01-4) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate (83391-31-5)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 1h; Heating;

Reference yield:

ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate (83391-31-5) → 2-phenyl-5,6-dihydro-pyrazolo<5,1-a>isoquinoline-1-carboxylic acid (61001-28-3)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 5h; Heating;

Reference yield:

ethyl β<(1-oxo-3,4-dihydro-2H-isoquinolyl)amino>cynnamate (83391-31-5) → 1-bromomethyl-2-phenyl-5,6-dihydro-pyrazolo<5,1-a>isoquinoline hydrobromide (61001-51-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 18.3 g / potassium t-butoxide / 2-methyl-propan-2-ol / 5 h / Heating

2: 76 percent / potassium bicarbonate / N,N-dimethyl-acetamide / 15 h / Ambient temperature

3: 72 percent / LiAlH₄ / tetrahydrofuran / 1.) room temp., 4 h; 2.) reflux, 1 h

4: 4 g / hydrogen bromide / acetic acid / 21 h / 60 °C

With lithium aluminium tetrahydride; potassium tert-butylate; hydrogen bromide; potassium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl acetamide; acetic acid; tert-butyl alcohol;

upstream raw materials:

2-amino-3,4-dihydro-1(2H)-isoquinolinone

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

2-phenyl-5,6-dihydro-pyrazolo<5,1-a>isoquinoline-1-carboxylic acid

1-bromomethyl-2-phenyl-5,6-dihydro-pyrazolo<5,1-a>isoquinoline hydrobromide

2-phenyl-pyrazolo<5,1-a>isoquinoline

2-phenyl-5,6-dihydro-pyrazolo<5,1-a>isoquinoline

Refernces