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

Base Information

• Chemical Name: 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
• CAS No.: 1204651-88-6
• Molecular Formula: C₂₈H₃₆N₆O₄
• Molecular Weight: 520.632
• Mol file: 1204651-88-6.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 9 articles about 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 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: 57.0%

1-[4-(1-Methylethyl)morpholin-3-yl]methanamine hydrochloride + {4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid (1204651-57-9) → 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 (1204651-88-6)

Guidance literature:

{4-[7-Amino-8-ethyl-6-(methyl carbamoyl)-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]phenyl}acetic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h; Inert atmosphere;

1-[4-(1-Methylethyl)morpholin-3-yl]methanamine hydrochloride; With sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

Reference yield:

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → 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 (1204651-88-6)

Guidance literature:

Multi-step reaction with 7 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

7.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

7.2: 2 h / 80 °C

With pyridine; trifluoro-[1,3,5]triazine; sodium hydride; sodium hydrogencarbonate; 1,1'-carbonyldiimidazole; 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) → 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 (1204651-88-6)

Guidance literature:

Multi-step reaction with 6 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

6.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

6.2: 2 h / 80 °C

With pyridine; trifluoro-[1,3,5]triazine; sodium hydride; sodium hydrogencarbonate; 1,1'-carbonyldiimidazole; 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