{4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid

Base Information

• Chemical Name: {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid
• CAS No.: 1204651-57-9
• Molecular Formula: C₂₀H₂₀N₄O₄
• Molecular Weight: 380.403
• Mol file: 1204651-57-9.mol

Synonyms:{4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid

Chemical Property of {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid

There total 8 articles about {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid 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: 96.0%

Ethyl {4-[7-amino-8-ethyl-6-(methylcarbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetate (1204651-56-8) → {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid (1204651-57-9)

Guidance literature:

Ethyl {4-[7-amino-8-ethyl-6-(methylcarbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 70 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=2;

Reference yield:

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid (1204651-57-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water / 10 h / 50 °C

2.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

3.2: 0 - 20 °C

4.1: butan-1-ol / 48 h / 110 °C

5.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol / 4 h / 100 °C / Inert atmosphere

6.1: lithium hydroxide / water; tetrahydrofuran; methanol / 3 h / 70 °C

6.2: pH 2

With pyridine; trifluoro-[1,3,5]triazine; sodium hydride; sodium hydrogencarbonate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; butan-1-ol;

Reference yield:

6-chloro-2-(ethylamino)pyridine-3-carboxylic acid (1092523-21-1) → {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid (1204651-57-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

2.2: 0 - 20 °C

3.1: butan-1-ol / 48 h / 110 °C

4.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; ethanol / 4 h / 100 °C / Inert atmosphere

5.1: lithium hydroxide / water; tetrahydrofuran; methanol / 3 h / 70 °C

5.2: pH 2

With pyridine; trifluoro-[1,3,5]triazine; sodium hydride; sodium hydrogencarbonate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; butan-1-ol;

upstream raw materials:

ethyl (4-iodophenyl)acetate

2,6-dichloropyridine-3-carboxylic acid

1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester

2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

Downstream raw materials:

2-amino-1-ethyl-N-methyl-7-{4-[2-({[4-(1-methylethyl)morpholin-3-yl]-methyl}amino)-2-oxoethyl]phenyl}-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

2-amino-1-ethyl-7-{4-[2-({[(2S,4R)-1-ethyl-4-fluoropyrrolidin-2-yl]methyl}-amino)-2-oxoethyl]phenyl}-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

C₂₀H₁₉FN₄O₃

2-amino-1-ethyl-7-{4-[2-({[(2S)-1-ethyl-4,4-difluoropyrrolidin-2-yl]methyl}-amino)-2-oxoethyl]phenyl}-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide