2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

Base Information

Chemical Name:2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide
CAS No.:1312016-00-4
Molecular Formula:C₂₃H₂₇N₃O₃S
Molecular Weight:425.552
Hs Code.:

Synonyms:2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

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Chemical Property of 2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

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Technology Process of 2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

There total 12 articles about 2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide 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:

: 1312015-98-7
2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

: 1312016-00-4
2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

: 1312021-03-6
2-[2-cyclopentyl-1(S)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

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

Reference yield:

: 5623-81-4
2-cyclopentylacetaldehyde

: 1312016-00-4
2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

: 1312021-03-6
2-[2-cyclopentyl-1(S)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 1 h / -78 °C

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

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

3.2: 1.5 h / -78 °C

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

5.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 1 h / 100 °C

6.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 37503.8 Torr

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane; N,N-dimethyl-formamide / 14 h / 25 °C

8.1: Daicel IA-H / isopropyl alcohol; hexanes / 25 °C / Resolution of racemate

With 4-methyl-morpholine; water; hydrogen; sodium carbonate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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; isopropyl alcohol;

Reference yield:

: 1312017-82-5
1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

: 1312016-00-4
2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

: 1312021-03-6
2-[2-cyclopentyl-1(S)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 7 steps

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

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

2.2: 1.5 h / -78 °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 / 1 h / 100 °C

5.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 37503.8 Torr

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane; N,N-dimethyl-formamide / 14 h / 25 °C

7.1: Daicel IA-H / isopropyl alcohol; hexanes / 25 °C / Resolution of racemate

With 4-methyl-morpholine; water; hydrogen; sodium carbonate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;