1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

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Chemical Name:1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one
CAS No.:1333331-65-9
Molecular Formula:C₂₇H₁₈ClN₃O₃
Molecular Weight:467.911
Hs Code.:

Synonyms:1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

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Chemical Property of 1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

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Technology Process of 1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

There total 7 articles about 1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one 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:

: 6738-06-3
phenylethynylmagnesium bromide

: 1333332-01-6
1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-2-hydroxymethyl-5-(4-methoxy-benzyloxy)-4-oxo-1,4-dihydro-pyridine-2-carbaldehyde

: 1333331-65-9
1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

Guidance literature:: phenylethynylmagnesium bromide; 1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-2-hydroxymethyl-5-(4-methoxy-benzyloxy)-4-oxo-1,4-dihydro-pyridine-2-carbaldehyde; In tetrahydrofuran; at -40 ℃; for 0.5h;

With trifluoroacetic acid; at 20 ℃; for 0.0833333h;

Reference yield:

: 501-30-4,123712-78-7
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

: 1333331-65-9
1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide / water; methanol / 4.5 h / Reflux

2.1: hydrogenchloride / water / 16 h / Reflux

3.1: hydrogenchloride / water / 2 h / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C

5.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 0.2 h / 150 °C / Sealed vial; Microwave irradiation

6.1: 2-Iodobenzoic acid / dimethyl sulfoxide / 4 h / 20 °C

7.1: tetrahydrofuran / 0.5 h / -40 °C

7.2: 0.08 h / 20 °C

With hydrogenchloride; 2-Iodobenzoic acid; potassium carbonate; caesium carbonate; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1333331-96-6
5-(benzyloxy)-1-(3-bromo-phenyl)-2-hydroxymethyl-1H-pyridin-4-one

: 1333331-65-9
1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-phenyl]-5-hydroxy-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)pyridin-4(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / water / 2 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C

3.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 0.2 h / 150 °C / Sealed vial; Microwave irradiation

4.1: 2-Iodobenzoic acid / dimethyl sulfoxide / 4 h / 20 °C

5.1: tetrahydrofuran / 0.5 h / -40 °C

5.2: 0.08 h / 20 °C

With hydrogenchloride; 2-Iodobenzoic acid; potassium carbonate; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;