4-CHLORO-6,7-DIMETHOXYQUINOLINE

Base Information

• Chemical Name: 4-CHLORO-6,7-DIMETHOXYQUINOLINE
• CAS No.: 35654-56-9
• Molecular Formula: C11H10ClNO2
• Molecular Weight: 223.659
• Hs Code.: 29334900
• Mol file: 35654-56-9.mol

Synonyms:4-Chloro-6,7-dimethoxyquinoline;

Chemical Property of 4-CHLORO-6,7-DIMETHOXYQUINOLINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 132.0 to 136.0 °C
• Refractive Index: 1.6
• Boiling Point: 325.197 °C at 760 mmHg
• PKA: 3.95±0.30(Predicted)
• Flash Point: 150.474 °C
• PSA: 31.35000
• Density: 1.265 g/cm³
• LogP: 2.90540
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-6,7-dimethoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-6,7-dimethoxyquinoline, can be used as an intermediate for the synthesis of various pharmaceutical and biologically active compounds. It is used for the preparation of Tivozanib (T447205), and Cabozantinib (C051500), acting as anticancer agents.

Technology Process of 4-CHLORO-6,7-DIMETHOXYQUINOLINE

There total 21 articles about 4-CHLORO-6,7-DIMETHOXYQUINOLINE 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: 91.4%

6,7-dimethoxyquinoline-4-ol (13425-93-9) → 6,7-dimethoxy-4-chloroquinoline (35654-56-9)

Guidance literature:

With trichlorophosphate; In acetonitrile; at 85 ℃; for 2h;

DOI:10.1016/j.bmcl.2019.126630

Reference yield: 87.6%

1,4-dihydro-6,7-dimethoxy-4-oxoquinoline (127285-54-5,13425-93-9) → 6,7-dimethoxy-4-chloroquinoline (35654-56-9)

Guidance literature:

With trichlorophosphate; In toluene; for 1h; Heating / reflux;

Reference yield: 80.0%

4-chloro-6,7-dimethoxyquinoline hydrochloride → 6,7-dimethoxy-4-chloroquinoline (35654-56-9)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate;

upstream raw materials:

6,7-dimethoxyquinoline-4-ol

1,4-dihydro-6,7-dimethoxy-4-oxoquinoline

[[(3,4-Dimethoxyphenyl)amino]methylene]malonic acid,diethyl ester

ethyl 6,7-dimethoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylate

Downstream raw materials:

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline

4-(3,4-dinitrophenoxy)-6,7-dimethoxyquinoline

N-{4-[(6,7-Dimethoxy-4-quinolinyl)oxy]phenyl}-(4-nitrophenyl)carboxamide

Refernces

• 1、 -. "c-Met kinase inhibitor as well as preparation method and application thereof". Paragraph 0072-0080. . Retrieved 2021/07/17.
• 2、 Fang, Sen-Biao,Li, Hui-Jing,Nan, Xiang,Wu, Rui,Wu, Yan-Chao,Zhang, Jing,Zhang, Zhi-Zhou. "Design, synthesis and biological evaluation of novel N-sulfonylamidine-based derivatives as c-Met inhibitors via Cu-catalyzed three-component reaction". . . Retrieved 2020/06/04.