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

Base Information

Chemical Name:6-methyl-4-[5-(methylsulfonyl)-2-phenoxyphenyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one
CAS No.:1445993-77-0
Molecular Formula:C₂₁H₁₈N₂O₄S
Molecular Weight:394.451
Hs Code.:

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

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

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

There total 9 articles about 6-methyl-4-[5-(methylsulfonyl)-2-phenoxyphenyl]-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: 76.0%

: 1445993-89-4
6-methyl-1-[(4-methylphenyl)sulfonyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 1445994-07-9
2-iodo-4-(methylsulfonyl)-1-phenoxybenzene

: 1445993-77-0
6-methyl-4-[5-(methylsulfonyl)-2-phenoxyphenyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In methanol; 1,2-dimethoxyethane; at 120 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 108-95-2,27073-41-2
phenol

: 1445993-77-0
6-methyl-4-[5-(methylsulfonyl)-2-phenoxyphenyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / dimethyl sulfoxide / 2 h / 120 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h

3.1: hydrogenchloride / 1,4-dioxane / 0.17 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

3.3: 1 h / 20 °C / Inert atmosphere

4.1: cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; methanol / 0.5 h / 120 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; caesium carbonate; cesium fluoride; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; dimethyl sulfoxide; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 884495-14-1
5-bromo-2-methoxy-4-methyl-3-nitropyridine

: 1445993-77-0
6-methyl-4-[5-(methylsulfonyl)-2-phenoxyphenyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium methanolate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

1.2: 16 h / 95 °C / Inert atmosphere

2.1: Ra-Ni 2800 / water; ethyl acetate / 0.5 h / 20 °C / 1551.49 Torr / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 20 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane / 16 h / 40 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; potassium acetate / 1,4-dioxane / 5 h / 80 °C / Inert atmosphere

7.1: cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; methanol / 0.5 h / 120 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium methanolate; potassium acetate; sodium hydride; cesium fluoride; XPhos; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 7.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746