3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

Base Information

Chemical Name:3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt
CAS No.:1293388-31-4
Molecular Formula:C₂₃H₂₅FN₄O₃*H₂O₄S
Molecular Weight:522.554
Hs Code.:

3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

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Chemical Property of 3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

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Technology Process of 3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

There total 14 articles about 3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt 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: 96.0%

: 1293388-52-9
3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-{[2-(trimethylsilyl)ethoxy]methoxy}-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one

: 1293388-31-4
3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

Guidance literature:: With sulfuric acid; isopropyl alcohol; Heating;
DOI:10.1021/jm200208d

Reference yield:

: 936-12-9
2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester

: 1293388-31-4
3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

Guidance literature:: Multi-step reaction with 13 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / Inert atmosphere

1.2: 16.75 h / 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / ethyl acetate / 1.75 h / 20 °C

2.2: 1.5 h / Reflux

3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h

3.2: 17 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 1 h / 2068.65 Torr / Inert atmosphere

6.1: triethylamine / dichloromethane / 0 °C

7.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Methyldicyclohexylamine; lithium chloride; tri tert-butylphosphoniumtetrafluoroborate / 1,4-dioxane / 1 h / 70 °C / Inert atmosphere

8.1: toluene-4-sulfonic acid / tetrahydrofuran / 60 h

9.1: sodium cyanoborohydride; acetic acid / 2 h / 20 °C

10.1: N-iodo-succinimide / N,N-dimethyl-formamide / 1 h / 20 °C

11.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide

12.1: hydrogen; palladium(II) hydroxide / methanol / 2 h / 760.05 Torr

13.1: sulfuric acid; isopropyl alcohol / Heating

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; N-iodo-succinimide; copper(l) iodide; sulfuric acid; N-Methyldicyclohexylamine; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; palladium(II) hydroxide; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; triethylamine; isopropyl alcohol; lithium chloride; lithium hexamethyldisilazane; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 11.1: Sonogashira coupling;
DOI:10.1021/jm200208d

Reference yield:

: 1293388-54-1
3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-prop-1-yn-1-yl)-7-{[2-(trimethylsilyl)ethoxy]methoxy}-3,7,8,9-tetrahydro-6H-pyrrolo[ 2,3-c]-1,7-naphthyridin-6-one

: 1293388-31-4
3-(4-fluorobenzyl)-1-(3-(N-methyl-acetamido)-propyl)-7-hydroxy-3,7,8,9-tetrahydro-6H-pyrrolo[2,3-c]-1,7-naphthyridin-6-one hydrogen sulfate salt

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen; palladium(II) hydroxide / methanol / 2 h / 760.05 Torr

2: sulfuric acid; isopropyl alcohol / Heating

With sulfuric acid; hydrogen; palladium(II) hydroxide; isopropyl alcohol; In methanol;
DOI:10.1021/jm200208d