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

Base Information

Chemical Name:2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine
CAS No.:1312016-99-1
Molecular Formula:C₂₁H₂₄N₂O₃S
Molecular Weight:384.499
Hs Code.:

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

There total 11 articles about 2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-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:

: 1312019-28-5
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1312016-99-1
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1312021-18-3
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

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

Reference yield:

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

: 1312016-99-1
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1312021-18-3
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-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 / 2 h / 25 °C

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

5.2: 1 h / -78 °C

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

7.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 2 h / 50 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 50 °C / 2585.81 Torr

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

With lithium aluminium tetrahydride; water; hydrogen; sodium carbonate; Dess-Martin periodane; pyridinium chlorochromate; 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;

Reference yield:

: 4677-18-3
2-(tetrahydropyran-4-yl)-ethanol

: 1312016-99-1
2-[1(R)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1312021-18-3
2-[1(S)-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-ethyl]-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 8 steps

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

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

2.2: 1 h / -78 °C

3.1: Dess-Martin periodane / dichloromethane / 2 h / 25 °C

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

4.2: 1 h / -78 °C

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

6.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 2 h / 50 °C

7.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 50 °C / 2585.81 Torr

8.1: Daicel OJ-H / ethanol; hexanes / 25 °C / Resolution of racemate

With water; hydrogen; sodium carbonate; Dess-Martin periodane; pyridinium chlorochromate; 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;