1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

Base Information

Chemical Name:1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester
CAS No.:1392839-50-7
Molecular Formula:C₁₈H₁₃N₃O₄
Molecular Weight:335.319
Hs Code.:

Synonyms:1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

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Chemical Property of 1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

There total 10 articles about 1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester 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:

: 1392839-49-4
1-benzyl-8-hydroxy-5-iodo-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

: copper(II) cyanide

: 1392839-50-7
1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

Guidance literature:: In N,N-dimethyl-formamide; at 120 ℃; for 0.133333h;

Reference yield:

: 4021-07-2
3-methyl-pyridine-2-carboxylic acid

: 1392839-50-7
1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: thionyl chloride / 5 h / -20 °C / Reflux

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C

3: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 0 °C / Cooling with ice

4: dichloro-acetic acid / water / 1 h / Reflux

5: potassium carbonate; lithium bromide; tetrabutylammomium bromide / toluene; water / 0.67 h / 80 °C

6: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 16 h / Reflux

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

8: sodium methylate / methanol / Cooling with ice

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

10: N,N-dimethyl-formamide / 0.13 h / 120 °C

With dichloro-acetic acid; N-Bromosuccinimide; thionyl chloride; tetrabutylammomium bromide; sodium methylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; lithium bromide; trichlorophosphate; dibenzoyl peroxide; bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 58997-10-7
ethyl 3-methylpyridine-2-carboxylate

: 1392839-50-7
1-benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C

2: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 0 °C / Cooling with ice

3: dichloro-acetic acid / water / 1 h / Reflux

4: potassium carbonate; lithium bromide; tetrabutylammomium bromide / toluene; water / 0.67 h / 80 °C

5: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 16 h / Reflux

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

7: sodium methylate / methanol / Cooling with ice

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

9: N,N-dimethyl-formamide / 0.13 h / 120 °C

With dichloro-acetic acid; N-Bromosuccinimide; tetrabutylammomium bromide; sodium methylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; lithium bromide; trichlorophosphate; dibenzoyl peroxide; bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;