5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE

Base Information

• Chemical Name: 5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE
• CAS No.: 417722-21-5
• Molecular Formula: C16H15N3O3
• Molecular Weight: 297.313
• Mol file: 417722-21-5.mol

Synonyms:5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE;5-[(6,7-dimethoxy-4-quinolinyl)oxy]-2-Pyridinamine

Chemical Property of 5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE

Chemical Property:

• PSA: 80.22000
• LogP: 2.95160

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE

There total 17 articles about 5-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]PYRIDIN-2-AMINE 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%

4-((6-bromopyridin-3-yl)oxy)-6,7-dimethoxyquinoline (1355031-22-9) → 5-((6,7-dimethoxyquinolin-4-yl)oxy)pyridine-2-amine (417722-21-5)

Guidance literature:

4-((6-bromopyridin-3-yl)oxy)-6,7-dimethoxyquinoline; With lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; CyJohnPhos; In tetrahydrofuran; at 65 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.0833333h;

Reference yield: 95.3%

6,7-dimethoxy-4-((6-nitropyridin-3-yl)oxy)quinoline (1000850-78-1) → 5-((6,7-dimethoxyquinolin-4-yl)oxy)pyridine-2-amine (417722-21-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 80 ℃; for 4h;

Reference yield: 75.0%

6,7-dimethoxy-4-chloroquinoline (35654-56-9) + 2-amino-5-hydroxypyridine hydrochloride (856965-37-2) → 5-((6,7-dimethoxyquinolin-4-yl)oxy)pyridine-2-amine (417722-21-5)

Guidance literature:

2-amino-5-hydroxypyridine hydrochloride; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.166667h; Inert atmosphere;

6,7-dimethoxy-4-chloroquinoline; In dimethyl sulfoxide; mineral oil; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00938

upstream raw materials:

4-[(6-chloro-3-pyridinyl)oxy]-6,7-dimethoxy quinoline

6-Chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine

6,7-dimethoxy-4-((6-nitropyridin-3-yl)oxy)quinoline

6,7-dimethoxyquinoline-4-ol

Downstream raw materials:

N-(5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

ONO-7475

Refernces

• 1、 Karmacharya, Ujjwala,Guragain, Diwakar,Chaudhary, Prakash,Jee, Jun-Goo,Kim, Jung-Ae,Jeong, Byeong-Seon. "Novel pyridine bioisostere of cabozantinib as a potent c-met kinase inhibitor: Synthesis and anti-tumor activity against hepatocellular carcinoma". . . Retrieved 2021/09/10.
• 2、 -. "ETHANE-SULFONATE SALT OF QUINOLINE DERIVATIVE". Paragraph 0128-0130. . Retrieved 2020/01/12.