3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one

Base Information

• Chemical Name: 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one
• CAS No.: 1442470-88-3
• Molecular Formula: C₁₆H₁₂Cl₂FN₃O
• Molecular Weight: 352.195
• Mol file: 1442470-88-3.mol

Synonyms:3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one

Chemical Property of 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one

There total 13 articles about 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one 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:

6-chloro-4-ethylamino-nicotinic acid ethyl ester (959162-97-1) + ethyl 2-(3-amino-6-chloro-2-fluorophenyl)acetate (1442470-86-1) → 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one (1442470-88-3)

Guidance literature:

With aluminum oxide; potassium fluoride; In N,N-dimethyl acetamide; for 1h; Sonication;

Reference yield:

6-chloro-4-ethylamino-pyridine-3-carbaldehyde (959163-01-0) + ethyl 2-(3-amino-6-chloro-2-fluorophenyl)acetate (1442470-86-1) → 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one (1442470-88-3)

Guidance literature:

With 40% potassium fluoride/alumina; In N,N-dimethyl acetamide; for 1h; Sonication;

Reference yield:

2-fluoro-4-chloroaniline (57946-56-2) → 3-(3-amino-6-chloro-2-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one (1442470-88-3)

Guidance literature:

Multi-step reaction with 7 steps

1: acetic acid / 2 h / 20 °C

2: n-butyllithium / tetrahydrofuran / 4.75 h / -78 - 20 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

4: triethylamine / dichloromethane / 2 h / 0 - 20 °C

5: dimethyl sulfoxide / 20 °C

6: hydrogenchloride / 7 h / 0 - 80 °C

7: potassium fluoride; aluminum oxide / N,N-dimethyl acetamide / 1 h / Sonication

With hydrogenchloride; aluminum oxide; potassium fluoride; sodium tetrahydroborate; n-butyllithium; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; acetic acid; dimethyl sulfoxide;

upstream raw materials:

2-fluoro-4-chloroaniline

4'-chloro-2'-fluoroacetanilide

N-(4-chloro-2-fluoro-3-formylphenyl)acetamide

N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide

Downstream raw materials:

1-(4-chloro-3-(1-ethyl-7-(methylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-phenylurea

3-(3-amino-6-chloro-2-fluorophenyl)-1-ethyl-7-(methylamino)-1,6-naphthyridin-2(1H)-one