1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

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Chemical Name:1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one
CAS No.:1239164-34-1
Molecular Formula:C₂₃H₁₈N₂O₆
Molecular Weight:418.406
Hs Code.:

Synonyms:1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

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Chemical Property of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

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Technology Process of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

There total 9 articles about 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one 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: 27.0%

: 1239164-70-5
3-oxo-1-cyclohexenyl 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

: 1239164-34-1
1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

Guidance literature:: 3-oxo-1-cyclohexenyl 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate; With triethylamine; 2-hydroxy-2-methylpropanenitrile; In acetonitrile; at 20 ℃; for 24h;

With citric acid; In water; pH=3 - 4;

Reference yield:

: 252921-13-4
2-(trifluoromethanesulfonyl)oxy-3-pyridinecarboxylic acid methyl ester

: 1239164-34-1
1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 80 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Cooling with ice

3.1: manganese(IV) oxide / chloroform / 50 °C

4.1: pyrrolidine / ethanol / 100 °C

5.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 20 °C

6.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 40 °C

7.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice

8.1: 2-hydroxy-2-methylpropanenitrile; triethylamine / acetonitrile / 24 h / 20 °C

8.2: pH 3 - 4

With pyrrolidine; manganese(IV) oxide; lithium aluminium tetrahydride; oxalyl dichloride; lithium hydroxide monohydrate; water; caesium carbonate; triethylamine; 2-hydroxy-2-methylpropanenitrile; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; toluene; acetonitrile;

Reference yield:

: 10128-91-3
methyl 2-hydroxynicotinate

: 1239164-34-1
1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1,8-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / dichloromethane / 5 h / -30 - 20 °C

2.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 80 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Cooling with ice

4.1: manganese(IV) oxide / chloroform / 50 °C

5.1: pyrrolidine / ethanol / 100 °C

6.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 20 °C

7.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 40 °C

8.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice

9.1: 2-hydroxy-2-methylpropanenitrile; triethylamine / acetonitrile / 24 h / 20 °C

9.2: pH 3 - 4

With pyrrolidine; manganese(IV) oxide; lithium aluminium tetrahydride; oxalyl dichloride; lithium hydroxide monohydrate; water; caesium carbonate; triethylamine; 2-hydroxy-2-methylpropanenitrile; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; toluene; acetonitrile;