6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline

Base Information

• Chemical Name: 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline
• CAS No.: 345913-55-5
• Molecular Formula: C₂₅H₂₄ClNO₃
• Molecular Weight: 421.923
• Mol file: 345913-55-5.mol

Synonyms:6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline

Chemical Property of 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline

There total 6 articles about 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline 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: 32.0%

cyclopropyl bromide (4333-56-6,130561-87-4) + 6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether (345913-54-4) → 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline (345913-55-5)

Guidance literature:

cyclopropyl bromide; With lithium; In diethyl ether; for 1.5h; cooling;

6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether; In diethyl ether; at -78 - 20 ℃;

DOI:10.1021/jm040072r

Reference yield: 32.0%

cyclopropyl bromide (4333-56-6,130561-87-4) + lithium (7439-93-2) + cyclopropyllithium (3002-94-6) + 6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether (345913-54-4) → 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline (345913-55-5)

Guidance literature:

Reference yield:

4-chloro-aniline (106-47-8) → 6-chloro-4-[(2-cyclopropylethynyl)oxy]-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinoline (345913-55-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diphenyl ether / 250 °C

2.1: NaH / dimethylformamide / 0.08 h / 20 °C

2.2: 25 percent / dimethylformamide / 48 h / Heating

3.1: 47 percent / silver(I) oxide / dimethylformamide / Heating

4.1: lithium / diethyl ether / 1.5 h / cooling

4.2: 32 percent / diethyl ether / -78 - 20 °C

With lithium; sodium hydride; silver(l) oxide; In diphenylether; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm040072r

upstream raw materials:

cyclopropyl bromide

6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether

4-chloro-aniline

diethyl propylmalonate