[2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido

Base Information

• Chemical Name: [2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido
• CAS No.: 154057-58-6
• Molecular Formula: C37H30BrFNP
• Molecular Weight: 618.51700
• Mol file: 154057-58-6.mol

Synonyms:Methyl(triphenyl)phosphonium chloride

Chemical Property of [2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 218-225℃
• PSA: 26.48000
• LogP: 5.41640
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

≥98.0% ^*data from raw suppliers

[[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]methyl]triphenyl-phosphoniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]methyl]triphenyl-phosphonium Bromide is an impurity from the synthesis of HMG-CoA reductase inhibitor Pitavastatin [P531040, (Z)-Pitavastatin Calcium Salt].

Technology Process of [2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido

There total 9 articles about [2-Cyclopropyl-4-(4-fluorophenyl)-quinolin-3-ylmethyl]-triphenyl-phosphonium bromido 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: 100.0%

3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)-quinoline (154057-56-4) + triphenylphosphine (603-35-0) → <2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyltriphenylphosphonium bromide (154057-58-6)

Guidance literature:

In toluene; for 5h; Heating;

DOI:10.1246/bcsj.68.364

Reference yield: 99.1%

triphenylphosphine hydrobromide (6399-81-1) + 2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline (121660-11-5) → <2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyltriphenylphosphonium bromide (154057-58-6)

Guidance literature:

In toluene; Solvent; Reflux;

Reference yield:

triphenylphosphine (603-35-0) + methyl 4-(4'-fluorophenyl)-2-cyclopropylquinoline-3-carboxylate (121659-86-7) → <2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyltriphenylphosphonium bromide (154057-58-6)

Guidance literature:

methyl 4-(4'-fluorophenyl)-2-cyclopropylquinoline-3-carboxylate; In toluene; at 25 ℃; for 5h; Inert atmosphere;

With phosphorus tribromide; In dichloromethane; for 3h;

triphenylphosphine; In dichloromethane; at 40 ℃; for 2h;

upstream raw materials:

3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)-quinoline

triphenylphosphine

2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline

methyl 4-(4'-fluorophenyl)-2-cyclopropylquinoline-3-carboxylate

Downstream raw materials:

(R)-1-phenylethanamine (3R,5S,E)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate

(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester

Refernces

• 1、 Fabris, Jan,Casar, Zdenko,Smilovic, Ivanagazi. "The use of a lactonized statin side-chain precursor in a concise and efficient assembly of pitavastatin". experimental part. p. 1700 - 1710. Retrieved 2012/07/27.
• 2、 -. "PITAVASTATIN CALCIUM AND PROCESS FOR ITS PREPARATION". Page/Page column 21. . Retrieved 2012/03/26.