4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Base Information

Chemical Name:4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one
CAS No.:1446235-10-4
Molecular Formula:C₂₃H₂₀F₂N₂O₅S
Molecular Weight:474.485
Hs Code.:

Synonyms:4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

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Chemical Property of 4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

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Technology Process of 4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

There total 11 articles about 4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-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: 24.0%

: 1446236-22-1
4-(2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carbaldehyde

: 75-16-1
methylmagnesium bromide

: 1446235-10-4
4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: 4-(2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carbaldehyde; methylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 1h;

With hydrogenchloride; water; In tetrahydrofuran;

Reference yield:

: 1099246-47-5
1-(2,4-difluorophenoxy)-4-(methylsulfonyl)-2-nitrobenzene

: 1446235-10-4
4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: palladium 10% on activated carbon; hydrogen / 24 h / 40 °C / 1551.49 Torr

2.1: hydrogenchloride / 1,4-dioxane; water / 0.17 h / 0 °C

2.2: 1 h / 0 °C

2.3: 2 h / 10 °C

3.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / 0.5 h / Inert atmosphere

3.2: 16 h / 60 °C

4.1: trifluoroacetic acid; sulfuric acid; methoxybenzene / 4 h / 90 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

6.1: Dess-Martin periodane / dichloromethane / 3.5 h / 0 - 20 °C

7.1: tetrahydrofuran / 1 h / 0 °C

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; Dess-Martin periodane; methoxybenzene; trifluoroacetic acid; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

Reference yield:

: 1446236-15-2
ethyl 1-benzyl-6-methyl-7-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

: 1446235-10-4
4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-2-(1-hydroxyethyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / 0.5 h / Inert atmosphere

1.2: 16 h / 60 °C

2.1: trifluoroacetic acid; sulfuric acid; methoxybenzene / 4 h / 90 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

4.1: Dess-Martin periodane / dichloromethane / 3.5 h / 0 - 20 °C

5.1: tetrahydrofuran / 1 h / 0 °C

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; sulfuric acid; Dess-Martin periodane; methoxybenzene; trifluoroacetic acid; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; dichloromethane;