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

Base Information

Chemical Name:3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoic acid
CAS No.:1445992-76-6
Molecular Formula:C₂₁H₁₆N₂O₄
Molecular Weight:360.369
Hs Code.:

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

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

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

There total 7 articles about 3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoic acid 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: 98.0%

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

: 1445992-76-6
3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoic acid

Guidance literature:: With water; sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 2h;

Reference yield:

: 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

: 1445992-76-6
3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / dimethyl sulfoxide / 12 h / 110 °C

2: sodium hydroxide; water / 1,4-dioxane / 2 h / 60 °C

With water; caesium carbonate; sodium hydroxide; In 1,4-dioxane; dimethyl sulfoxide;

Reference yield:

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

: 1445992-76-6
3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxybenzoic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: sodium hydroxide / water; 1,4-dioxane / 2 h / 60 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; caesium carbonate; sodium hydroxide; 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