3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo-

Base Information

• Chemical Name: 3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo-
• CAS No.: 1246213-23-9
• Molecular Formula: C24H28N2O4
• Molecular Weight: 408.497
• Hs Code.: 2933499090
• Mol file: 1246213-23-9.mol

Synonyms:Ivacaftor Impurity 2;IvacaftorImpurity2-d6;Ivacaftor Hydroxy Metabolite;Ivacaftor Hydroxymethyl Impurity;N-[2-tert-butyl-5-hydroxy-4-(1-hydroxy-2-methylpropan-2-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide;N-(2-(tert-butyl)-5-hydroxy-4-(1-hydroxy-2-Methylpropan-2-yl)phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxaMide;3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo-;Hydroxymethyl IvacaftorQ: What is Hydroxymethyl Ivacaftor Q: What is the CAS Number of Hydroxymethyl Ivacaftor Q: What is the storage condition of Hydroxymethyl Ivacaftor Q: What are the applications of Hydroxymethyl Ivacaftor

Chemical Property of 3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo-

Chemical Property:

• PSA: 105.91000
• LogP: 4.43740

Purity/Quality:

95+% ^*data from raw suppliers

HydroxymethylIvacaftor ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Hydroxymethyl Ivacaftor is an impurity of Ivacaftor (I940600); a drug used in the treatment of cystic fibrosis.

Technology Process of 3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo-

There total 9 articles about 3-QuinolinecarboxaMide, N-[2-(1,1-diMethylethyl)-5-hydroxy-4-(2-hydroxy-1,1-diMethylethyl)phenyl]-1,4-dihydro-4-oxo- 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: 76.0%

4-(tert-butyl)-2-(1-((methoxycarbonyl)oxy)-2-methylpropan-2-yl)-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate (1246213-33-1) → N-(2-(tert-butyl)-5-hydroxy-4-(1-hydroxy-2-methylpropan-2-yl)phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1246213-23-9)

Guidance literature:

With sodium methylate; In 2-methyltetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1124/jpet.117.241497

Reference yield:

ivacaftor (873054-44-5,1174930-71-2) → N-(2-(tert-butyl)-5-hydroxy-4-(1-hydroxy-2-methylpropan-2-yl)phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1246213-23-9) + 2-(5-tert-butyl-2-hydroxy-4-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl)-2-methylpropanoic acid (1246213-24-0)

Guidance literature:

With Streptomyces rimosus (DSM 40260); In N,N-dimethyl-formamide; at 30 ℃; for 24h; pH=7.0; potassium phosphate buffer; Enzymatic reaction;

Reference yield:

N-(5-tert-butyl-3,3-dimethyl-2-oxo-2,3-dihydrobenzofuran-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxamide → N-(2-(tert-butyl)-5-hydroxy-4-(1-hydroxy-2-methylpropan-2-yl)phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1246213-23-9)

Guidance literature:

N-(5-tert-butyl-3,3-dimethyl-2-oxo-2,3-dihydrobenzofuran-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxamide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With Rochelle's salt; In tetrahydrofuran; tert-butyl methyl ether; for 0.5h;

With tartaric acid; In water; pH=6 - 7;

upstream raw materials:

ivacaftor

4-(tert-butyl)-2-(1-((methoxycarbonyl)oxy)-2-methylpropan-2-yl)-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate

N-(5-tert-butyl-3,3-dimethyl-2-oxo-2,3-dihydrobenzofuran-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

5-amino-4-(tert-butyl)-2-(1-((methoxycarbonyl)oxy)-2-methylpropan-2-yl)phenyl methyl carbonate

Refernces

• 1、 -. "MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR". Page/Page column 56-57. . Retrieved 2010/10/03.