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

Base Information

Chemical Name:6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide
CAS No.:1387641-52-2
Molecular Formula:C₂₆H₂₂ClN₃O₅
Molecular Weight:491.931
Hs Code.:

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

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

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Technology Process of 6-hydroxy-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-hydroxy-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: 44.5%

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

: 1387641-52-2
6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Guidance literature:: 6-benzyloxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide; With boron trichloride; In dichloromethane; at 0 ℃; for 4h;

With water; In methanol; dichloromethane;

Reference yield:

: 1042978-66-4
5-benzyloxy-4-methoxy-2-aminobenzaldehyde

: 1387641-52-2
6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Guidance literature:: Multi-step reaction with 4 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

4.1: boron trichloride / dichloromethane / 4 h / 0 °C

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

Reference yield:

: 621-59-0
isovanillin

: 1387641-52-2
6-hydroxy-7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [5-(3-chloro-benzylcarbamoyl)-2-methyl-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 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

7.1: boron trichloride / dichloromethane / 4 h / 0 °C

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