4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

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Chemical Name:4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one
CAS No.:1446235-63-7
Molecular Formula:C₂₀H₂₃N₃O₃S
Molecular Weight:385.487
Hs Code.:

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

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

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

There total 15 articles about 4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-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: 59.0%

: 4-(2-((cyclopropylmethyl)amino)-5-((methylsulfonyl)methyl)phenyl)-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one

: 1446235-63-7
4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: 4-(2-((cyclopropylmethyl)amino)-5-((methylsulfonyl)methyl)phenyl)-6-methyl-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one; With cetyltrimethylammonim bromide; potassium hydroxide; In 1,4-dioxane; water; at 90 ℃; for 2.5h;

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; pH=Ca. 7;

Reference yield:

: 61081-34-3
methyl 4-nitrobenzylsulfone

: 1446235-63-7
4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran / 2 h / 50 °C / 1551.49 Torr

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

3.1: acetic acid / methanol; dichloromethane / 20 - 50 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

5.1: cetyltrimethylammonim bromide; potassium hydroxide / 1,4-dioxane; water / 2.5 h / 90 °C

5.2: 20 °C / pH Ca_. 7

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-iodo-succinimide; 5%-palladium/activated carbon; hydrogen; cetyltrimethylammonim bromide; acetic acid; potassium hydroxide; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 1446235-63-7
4-{2-[(cyclopropylmethyl)amino]-5-[(methylsulfonyl)methyl]phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N-dimethyl-formamide / 1 h / 65 °C

2.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran / 2 h / 50 °C / 1551.49 Torr

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

4.1: acetic acid / methanol; dichloromethane / 20 - 50 °C

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

6.1: cetyltrimethylammonim bromide; potassium hydroxide / 1,4-dioxane; water / 2.5 h / 90 °C

6.2: 20 °C / pH Ca_. 7

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-iodo-succinimide; 5%-palladium/activated carbon; hydrogen; cetyltrimethylammonim bromide; acetic acid; potassium hydroxide; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;