2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

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Chemical Name:2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine
CAS No.:1312016-59-3
Molecular Formula:C₂₂H₂₆N₂O₄S
Molecular Weight:414.525
Hs Code.:

Synonyms:2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

There total 14 articles about 2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine 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:

: 1312016-57-1
2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

: 1312016-59-3
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

: 1312021-09-2
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: With Daicel IA-H; In hexanes; ethanol; at 25 ℃; Resolution of racemate;

Reference yield:

: 103260-44-2
ethyl tetrahydropyran-4-acetate

: 1312016-59-3
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

: 1312021-09-2
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 °C / Reflux

1.2: 0 °C

2.1: pyridinium chlorochromate / dichloromethane / 5 h / 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C

3.2: 1 h / -78 °C

4.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5.2: 1.5 h / -78 °C

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

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h / 50 °C / 2585.81 Torr

9.1: Daicel IA-H / ethanol; hexanes / 25 °C / Resolution of racemate

With lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; Dess-Martin periodane; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; dichloromethane; water;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1312016-59-3
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

: 1312021-09-2
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: copper(I) bromide; sodium / N,N-dimethyl-formamide / 5 h / Inert atmosphere; Reflux

2.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 0.08 h / 0 °C

2.2: 12.25 h / 0 - 25 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C

3.2: 1 h / -78 °C

4.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5.2: 1.5 h / -78 °C

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

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h / 50 °C / 2585.81 Torr

9.1: Daicel IA-H / ethanol; hexanes / 25 °C / Resolution of racemate

With tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; sodium; sodium carbonate; Dess-Martin periodane; copper(I) bromide; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; dichloromethane; water; N,N-dimethyl-formamide;