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

Base Information

Chemical Name:ethyl 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoate
CAS No.:1445992-74-4
Molecular Formula:C₂₃H₂₀N₂O₄
Molecular Weight:388.423
Hs Code.:

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

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

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

There total 5 articles about ethyl 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoate 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: 72.0%

: 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

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

: 1445992-74-4
ethyl 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoate

Guidance literature:: ethyl 4-fluoro-3-(6-methyl-7-oxo-1-tosyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)benzoate; phenol; With caesium carbonate; In dimethyl sulfoxide; at 110 ℃; for 12h;

With water; In dimethyl sulfoxide; ethyl acetate;

Reference yield:

: 425380-37-6
4-bromo-7-methoxy-1-hydro-pyrrolo[2,3-c]pyridine

: 1445992-74-4
ethyl 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 16 h / 20 °C / Inert atmosphere

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

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

3.2: 3 h / 20 °C / Inert atmosphere

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

5.1: caesium carbonate / dimethyl sulfoxide / 12 h / 110 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; caesium carbonate; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

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

: 1445992-74-4
ethyl 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: caesium carbonate / dimethyl sulfoxide / 12 h / 110 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; caesium carbonate; In ethanol; water; dimethyl sulfoxide; toluene; 1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746