2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol

Base Information

• Chemical Name: 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol
• CAS No.: 1312017-21-2
• Molecular Formula: C₂₂H₂₅FN₂O₄S
• Molecular Weight: 432.516
• Mol file: 1312017-21-2.mol

Synonyms:2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol

Chemical Property of 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol

There total 6 articles about 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol 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: 30.0%

2-[1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-2-(tetrahydro-pyran-4-yl)-ethyl]-5-fluoro-1H-pyrrolo[2,3-b]pyridine (1312019-74-1) → 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol (1312017-21-2)

Guidance literature:

2-[1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-2-(tetrahydro-pyran-4-yl)-ethyl]-5-fluoro-1H-pyrrolo[2,3-b]pyridine; With boron tribromide; In dichloromethane; at 0 ℃; for 1h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

4-mercaptophenylboronic acid (237429-33-3) → 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol (1312017-21-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 7 h / 25 °C

2.1: sodium periodate / water; methanol / 16 h / 25 °C

2.2: 2 h / 25 °C

3.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation

4.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 5 h / 50 °C

5.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 2585.81 Torr

6.1: boron tribromide / dichloromethane / 1 h / 0 °C

With sodium periodate; water; hydrogen; boron tribromide; sodium carbonate; potassium carbonate; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

(4-{[2-(methoxy)ethyl]thio}phenyl)boronic acid (1032825-12-9) → 2-{4-[1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-pyran-4-yl)-ethyl]-benzenesulfonyl}-ethanol (1312017-21-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium periodate / water; methanol / 16 h / 25 °C

1.2: 2 h / 25 °C

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation

3.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 5 h / 50 °C

4.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 2585.81 Torr

5.1: boron tribromide / dichloromethane / 1 h / 0 °C

With sodium periodate; water; hydrogen; boron tribromide; sodium carbonate; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;

upstream raw materials:

4-mercaptophenylboronic acid

(4-{[2-(methoxy)ethyl]thio}phenyl)boronic acid

4-(2-methoxy-ethanesulfonyl)-phenylboronic acid

1-benzenesulfonyl-5-fluoro-2-[1-[4-(2-methoxy-ethanesulfonyl)-phenyl]-2-(tetrahydro-pyran-4-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine