2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Base Information

• Chemical Name: 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid
• CAS No.: 1109230-28-5
• Molecular Formula: C₁₈H₁₆FNO₃
• Molecular Weight: 313.328
• Mol file: 1109230-28-5.mol

Synonyms:2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Chemical Property of 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

There total 6 articles about 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid 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:

carbon monoxide (201230-82-2) + 5-bromo-2-[1-(4-fluorophenyl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one (1109230-26-3) → 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1109230-28-5)

Guidance literature:

With water; potassium acetate; potassium iodide; palladium diacetate; triphenylphosphine; In sodium hydroxide; water; ethyl acetate; N,N-dimethyl-formamide; at 20 - 100 ℃; for 25h;

Reference yield:

5-bromo-1,2,3,4-tetrahydroisoquinolin-1-one (1109230-25-2) → 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1109230-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

1.2: 20 h / 20 °C

2.1: water; potassium acetate; potassium iodide / palladium diacetate; triphenylphosphine / sodium hydroxide; water; ethyl acetate; N,N-dimethyl-formamide / 25 h / 20 - 100 °C

With water; potassium acetate; sodium hydride; potassium iodide; palladium diacetate; triphenylphosphine; In sodium hydroxide; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

1-(4-Fluorophenyl)ethanol (403-41-8) → 2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1109230-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trimethylsilyl bromide / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

2.2: 20 h / 20 °C

3.1: water; potassium acetate; potassium iodide / palladium diacetate; triphenylphosphine / sodium hydroxide; water; ethyl acetate; N,N-dimethyl-formamide / 25 h / 20 - 100 °C

With trimethylsilyl bromide; water; potassium acetate; sodium hydride; potassium iodide; palladium diacetate; triphenylphosphine; In sodium hydroxide; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

carbon monoxide

5-bromo-2-[1-(4-fluorophenyl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one

5-bromo-1,2,3,4-tetrahydroisoquinolin-1-one

1-(4-Fluorophenyl)ethanol

Downstream raw materials:

N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxamide

N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-2-[1-(4-fluorophenyl)ethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride