N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

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Chemical Name:N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide
CAS No.:1445993-03-2
Molecular Formula:C₂₂H₂₂N₄O₄S
Molecular Weight:438.507
Hs Code.:

Synonyms:

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Chemical Property of N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

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Technology Process of N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

There total 7 articles about N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide 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: 11.0%

: 1445992-64-2
4-(5-amino-2-phenoxyphenyl)-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 13360-57-1
dimethylamino sulfonyl chloride

: 1445993-03-2
N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 1h; Microwave irradiation; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 1445992-63-1
6-methyl-4-(5-nitro-2-phenoxyphenyl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 1445993-03-2
N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

Guidance literature:: Multi-step reaction with 2 steps

1: iron; ammonium chloride / ethanol; water; tetrahydrofuran / 1.5 h / 95 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C / Microwave irradiation; Inert atmosphere

With iron; ammonium chloride; caesium carbonate; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

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

: 1445993-03-2
N,N-dimethyl-N'-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]sulfuric diamide

Guidance literature:: Multi-step reaction with 9 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: sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 120 °C / Microwave irradiation; Inert atmosphere; Sealed tube

7.1: caesium carbonate / dimethyl sulfoxide / 2 h / 100 °C / Inert atmosphere

8.1: iron; ammonium chloride / ethanol; water; tetrahydrofuran / 1.5 h / 95 °C / Inert atmosphere

9.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; lithium methanolate; iron; sodium hydride; sodium carbonate; ammonium chloride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746