7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

Base Information

Chemical Name:7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide
CAS No.:1392842-01-1
Molecular Formula:C₂₄H₂₅N₅O₄
Molecular Weight:447.494
Hs Code.:

Synonyms:7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

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Chemical Property of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

Chemical Property:

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Technology Process of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

There total 7 articles about 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-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:

: 107-10-8,42939-71-9
propylamine

: 1392839-47-2
4-[(7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-butyric acid

: 543-27-1
isobutyl chloroformate

: 1392842-01-1
7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

Guidance literature:: 4-[(7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-butyric acid; isobutyl chloroformate; With triethylamine; In dichloromethane; at 0 ℃; Cooling with ice;

propylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

: 33707-25-4
1-benzyl-2-oxo-1,2-dihydro-pyridine-3,4-dicarboxylic acid 4-ethyl ester 3-methyl ester

: 1392842-01-1
7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine; lithium iodide / 1 h / Reflux

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2.5 h

2.2: 16 h / 20 °C

2.3: 16 h / 20 °C

3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: sodium methylate / methanol

4.2: pH 4

5.1: bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate / dichloromethane / 16 h / 20 °C

6.1: N,N-dimethyl-formamide / 0.13 h / Reflux; Inert atmosphere

7.1: sodium methylate / methanol / 24 h / Reflux

8.1: triethylamine / dichloromethane / 0 °C / Cooling with ice

8.2: 16 h / 20 °C

With pyridine; oxalyl dichloride; sodium methylate; potassium carbonate; triethylamine; sodium iodide; lithium iodide; bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1392839-22-3
7-benzyl-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester

: 1392842-01-1
7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid (3-propylcarbamoyl-propyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate / dichloromethane / 16 h / 20 °C

2.1: N,N-dimethyl-formamide / 0.13 h / Reflux; Inert atmosphere

3.1: sodium methylate / methanol / 24 h / Reflux

4.1: triethylamine / dichloromethane / 0 °C / Cooling with ice

4.2: 16 h / 20 °C

With sodium methylate; triethylamine; bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide;