3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one

Base Information

• Chemical Name: 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one
• CAS No.: 1442470-69-0
• Molecular Formula: C₁₉H₂₀BrFN₄O₂
• Molecular Weight: 435.296
• Mol file: 1442470-69-0.mol

Synonyms:3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one

Chemical Property of 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one

There total 11 articles about 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-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: 89.0%

3-(5-amino-2-bromo-4-fluorophenyl)-7-chloro-1-ethyl-1,6-naphthyridin-2(1H)-one (1442470-52-1) + 2-methoxyethylamine (109-85-3) → 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one (1442470-69-0)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 4h;

Reference yield:

6-chloro-4-ethylamino-nicotinic acid ethyl ester (959162-97-1) → 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one (1442470-69-0)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / water; tetrahydrofuran / 1 h / -50 - 0 °C

2: manganese(IV) oxide / dichloromethane / 20 °C

3: potassium fluoride; aluminum oxide / N,N-dimethyl acetamide / 2 h / Sonication

4: 1-methyl-pyrrolidin-2-one / 4 h / 120 °C

With manganese(IV) oxide; aluminum oxide; potassium fluoride; lithium aluminium tetrahydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl acetamide; water;

Reference yield:

(6-chloro-4-(ethylamino)pyridin-3-yl)methanol (959162-99-3) → 3-(5-amino-2-bromo-4-fluorophenyl)-1-ethyl-7-(2-methoxyethylamino)-1,6-naphthyridin-2(1H)-one (1442470-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1: manganese(IV) oxide / dichloromethane / 20 °C

2: potassium fluoride; aluminum oxide / N,N-dimethyl acetamide / 2 h / Sonication

3: 1-methyl-pyrrolidin-2-one / 4 h / 120 °C

With manganese(IV) oxide; aluminum oxide; potassium fluoride; In 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl acetamide;

upstream raw materials:

6-chloro-4-ethylamino-nicotinic acid ethyl ester

(6-chloro-4-(ethylamino)pyridin-3-yl)methanol

6-chloro-4-ethylamino-pyridine-3-carbaldehyde

ethyl 4,6-dichloronicotinate

Downstream raw materials:

1-(4-bromo-5-(1-ethyl-7-(2-methoxyethylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-phenylurea methanesulfonate

1-(4-bromo-5-(1-ethyl-7-(2-methoxyethylamino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-phenylurea