6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Base Information

• Chemical Name: 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide
• CAS No.: 1387641-51-1
• Molecular Formula: C₃₃H₂₈ClN₃O₅
• Molecular Weight: 582.055
• Mol file: 1387641-51-1.mol

Synonyms:6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Chemical Property of 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

There total 10 articles about 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide 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: 21.0%

3-amino-N-(3-chloro-benzyl)-4-methyl-benzamide (1152998-40-7) + 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid (1387641-83-9) → 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide (1387641-51-1)

Guidance literature:

6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid; With HATU; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

3-amino-N-(3-chloro-benzyl)-4-methyl-benzamide; With 4-methyl-morpholine; In tetrahydrofuran; at 80 ℃; for 12h;

Reference yield:

5-benzyloxy-4-methoxy-2-aminobenzaldehyde (1042978-66-4) → 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide (1387641-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: piperidine / acetic acid / methanol / 12 h / 0 - 100 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 12 h / 20 °C

2.2: 0 °C

3.1: HATU / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 12 h / 80 °C

With piperidine; water; HATU; lithium hydroxide; acetic acid; In tetrahydrofuran; methanol;

Reference yield:

benzyl chloride (100-44-7) → 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide (1387641-51-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / ethanol / 0.5 h / 20 °C

1.2: 5 h / 100 °C

2.1: nitric acid / dichloromethane / 1 h / 0 - 20 °C

3.1: hydrogenchloride; acetic acid; iron / ethanol; water / 0.5 h / 100 °C

4.1: piperidine / acetic acid / methanol / 12 h / 0 - 100 °C

5.1: water; lithium hydroxide / tetrahydrofuran / 12 h / 20 °C

5.2: 0 °C

6.1: HATU / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

6.2: 12 h / 80 °C

With piperidine; hydrogenchloride; water; nitric acid; iron; potassium carbonate; acetic acid; HATU; lithium hydroxide; acetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

upstream raw materials:

5-benzyloxy-4-methoxy-2-aminobenzaldehyde

6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid methyl ester

[5-(3-Chloro-benzylcarbamoyl)-2-methyl-phenyl]carbamic acid tert-butyl ester

3-amino-4-methyl benzoic acid methyl ester

Downstream raw materials:

6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide