ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

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Chemical Name:ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate
CAS No.:1445993-92-9
Molecular Formula:C₂₄H₂₁FN₂O₅S
Molecular Weight:468.506
Hs Code.:

Synonyms:ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

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Chemical Property of ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

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Technology Process of ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

There total 4 articles about ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate 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: 87.0%

: 874219-60-0
[5-(ethoxycarbonyl)-2-fluorophenyl]boronic acid

: 1445993-87-2
4-bromo-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 1445993-92-9
ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 90 ℃; for 24h; Inert atmosphere;

Reference yield:

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

: 1445993-92-9
ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

Guidance literature:: Multi-step reaction with 6 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 24 h / 90 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium methanolate; sodium hydride; sodium carbonate; In 1,4-dioxane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil; 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 1445993-85-0
4-bromo-7-methoxy-1-(4-methylbenzenesulfonyl)pyrrolo[2,3-c]pyridine

: 1445993-92-9
ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.2: 3 h / 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 24 h / 90 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746