N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide

Base Information

• Chemical Name: N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide
• CAS No.: 1612842-49-5
• Molecular Formula: C₂₃H₁₈Cl₂F₂N₄O₃
• Molecular Weight: 507.324
• Mol file: 1612842-49-5.mol

Synonyms:N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide

Chemical Property of N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide

There total 10 articles about N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide 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%

3-chloro-4-(4-(3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamido)-2-fluorophenoxy)-picolinamide (1612842-43-9) → N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide (1612842-49-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In water; ethyl acetate; acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.3390/molecules19022655

Reference yield:

piperidin-2-one (675-20-7) → N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide (1612842-49-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

2.2: 0.17 h / Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 5 h / 0 - 20 °C / Inert atmosphere

4.1: bromine / diethyl ether / 2 h / 0 °C / Inert atmosphere

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.1: [bis(acetoxy)iodo]benzene / water; ethyl acetate; acetonitrile / 2 h / 0 - 20 °C

With dmap; potassium phosphate; copper(l) iodide; lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; bromine; tert.-butyl lithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.3390/molecules19022655

Reference yield:

4-fluoro-1-iodobenzene (352-34-1) → N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-3-chloro-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxamide (1612842-49-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

2.2: 0.17 h / Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 5 h / 0 - 20 °C / Inert atmosphere

4.1: bromine / diethyl ether / 2 h / 0 °C / Inert atmosphere

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.1: [bis(acetoxy)iodo]benzene / water; ethyl acetate; acetonitrile / 2 h / 0 - 20 °C

With dmap; potassium phosphate; copper(l) iodide; lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; bromine; tert.-butyl lithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.3390/molecules19022655

upstream raw materials:

3,4-dichloropyridine

3,4-dichloropyridine-2-carboxamide

4-(4-amino-2-fluorophenoxy)-3-chloropyridine-2-carboxamide

3-bromo-1-(4-fluorophenyl)-2-oxopiperidine-3-carboxylic acid