N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

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Chemical Name:N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide
CAS No.:1268619-77-7
Molecular Formula:C₂₈H₂₅FN₄O₄
Molecular Weight:500.529
Hs Code.:

Synonyms:N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

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Chemical Property of N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

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Technology Process of N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

There total 9 articles about N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide 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: 69.0%

: 1268619-78-8
5-{4-[3-(2-fluoro-5-methyl-phenylcarbamoyl)-phenoxy]-pyridin-2-yl}-1H-pyrrole-3-carboxylic acid

: 100243-39-8
3-hydroxypyrrolidine

: 1268619-77-7
N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

Guidance literature:: 5-{4-[3-(2-fluoro-5-methyl-phenylcarbamoyl)-phenoxy]-pyridin-2-yl}-1H-pyrrole-3-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

3-hydroxypyrrolidine; In water; N,N-dimethyl-formamide; for 0.166667h;

Reference yield:

: 19438-10-9
methyl 3-hydroxybenzoate

: 1268619-77-7
N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / dimethyl sulfoxide / 5 h / 66 °C

2.1: sodium hydroxide / methanol / 0.33 h / 60 °C

2.2: Acidic aqueous solution

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1.5 h / 60 °C

4.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; dimethyl sulfoxide / 16 h / 95 °C / Sealed vessel; Inert atmosphere

5.1: sodium hydroxide / tetrahydrofuran / 3 h / 70 °C

5.2: pH 4

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

6.2: 0.17 h

With sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1268619-58-4
methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-3-carboxylate

: 1268619-77-7
N-(2-fluoro-5-methylphenyl)-3-[(2-{4-[(3-hydroxypyrrolidin-1-yl)carbonyl]-1H-pyrrol-2-yl}pyridin-4-yl)oxy]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; dimethyl sulfoxide / 16 h / 95 °C / Sealed vessel; Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran / 3 h / 70 °C

2.2: pH 4

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 0.17 h

With sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;