1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

Base Information

Chemical Name:1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole
CAS No.:1374769-65-9
Molecular Formula:C₃₅H₄₂N₄O₂
Molecular Weight:550.744
Hs Code.:

Synonyms:1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

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Chemical Property of 1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

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Technology Process of 1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

There total 3 articles about 1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole 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: 86.0%

: 1374769-62-6
1-(adamantan-1-yl)-4-(6-bromo-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl)-1H-1,2,3-triazole

: 153624-46-5
4-(isopropoxy)phenylboronic acid

: 1374769-65-9
1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

Guidance literature:: With palladium diacetate; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; ethanol; at 150 ℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;
DOI:10.1002/cmdc.201100573

Reference yield:

: 1239604-56-8
6-bromo-4-oxo-1-pentyl-1,4-dihydroquinoline-3-carboxylic acid

: 1374769-65-9
1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 4 steps

1: water; 1-butyl-3-methylimidazolium chloride / 0.17 h / Heating; Microwave irradiation

2: potassium carbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

3: copper(l) iodide / 0.22 h / 100 °C / Microwave irradiation; Inert atmosphere

4: palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; ethanol / 0.08 h / 150 °C / Inert atmosphere; Microwave irradiation

With copper(l) iodide; water; palladium diacetate; sodium carbonate; potassium carbonate; triphenylphosphine; 1-butyl-3-methylimidazolium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; 2: Bestmann-Ohira homologation reaction / 4: Suzuki coupling;
DOI:10.1002/cmdc.201100573

Reference yield:

: 1374769-61-5
6-bromo-1-pentylquinolin-4(1H)-one

: 1374769-65-9
1-(adamantan-1-yl)-4-[6-(4-(2-propyloxy)phenyl)-1,4-dihydro-4-oxo-1-pentylquinolin-3-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

2: copper(l) iodide / 0.22 h / 100 °C / Microwave irradiation; Inert atmosphere

3: palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; ethanol / 0.08 h / 150 °C / Inert atmosphere; Microwave irradiation

With copper(l) iodide; palladium diacetate; sodium carbonate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; 1: Bestmann-Ohira homologation reaction / 3: Suzuki coupling;
DOI:10.1002/cmdc.201100573