(2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine

Base Information

• Chemical Name: (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine
• CAS No.: 1312016-72-0
• Molecular Formula: C₂₅H₃₃N₃O₂S
• Molecular Weight: 439.622

Synonyms:(2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine

Chemical Property of (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine

There total 25 articles about (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine 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: 50.0%

2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-N,N-dimethyl-acetamide (1312016-71-9) → (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine (1312016-72-0)

Guidance literature:

2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-N,N-dimethyl-acetamide; With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Reflux;

With sodium hydroxide; In tetrahydrofuran; water;

Reference yield:

7-Azaindole (271-63-6) → (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine (1312016-72-0)

Guidance literature:

Multi-step reaction with 22 steps

1.1: triethylamine; formic acid / palladium 10% on activated carbon / 120 h / 0 - 80 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 3 h / 0 °C

3.1: bromine; pyridine / dichloromethane / 2 h / 0 °C

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h

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

5.2: 12.25 h / 0 - 25 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 85 °C

7.1: 1,4-bis(9-O-dihydroquinidine)phthalazine; water; methanesulfonamide / tert-butyl alcohol / 12 h / 0 °C

7.2: 0.5 h / 25 °C

8.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 25 °C

9.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C

9.2: 1 h / -78 °C

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

11.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

11.2: 1.5 h / -78 °C

12.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 1.5 h / 100 °C / Microwave irradiation

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

13.2: pH 4 - 5

14.1: hydrogen / palladium 10% on activated carbon / methanol / 12 h / 50 °C / 37503.8 Torr

15.1: hydrogenchloride; water / tetrahydrofuran / 1 h / Reflux

16.1: sodium periodate / water; tetrahydrofuran / 2 h / 0 - 20 °C

17.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

18.1: thionyl chloride / dichloromethane / 2 h / 0 °C

19.1: N,N-dimethyl-formamide / 0.5 h / 100 °C / Microwave irradiation

20.1: hydrogenchloride / water / 2 h / Reflux

21.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 6 h / 25 °C

22.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux

With 4-methyl-morpholine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; formic acid; thionyl chloride; methanesulfonamide; tetrabutylammomium bromide; water; hydrogen; bromine; sodium hydride; sodium carbonate; benzotriazol-1-ol; Dess-Martin periodane; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Reference yield:

2-cyclopentyl-ethanol (766-00-7) → (2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-ethyl)-dimethyl-amine (1312016-72-0)

Guidance literature:

Multi-step reaction with 15 steps

1.1: pyridinium chlorochromate / dichloromethane / 3 h / 25 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C

2.2: 1 h / -78 °C

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

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

4.2: 1.5 h / -78 °C

5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 1.5 h / 100 °C / Microwave irradiation

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

6.2: pH 4 - 5

7.1: hydrogen / palladium 10% on activated carbon / methanol / 12 h / 50 °C / 37503.8 Torr

8.1: hydrogenchloride; water / tetrahydrofuran / 1 h / Reflux

9.1: sodium periodate / water; tetrahydrofuran / 2 h / 0 - 20 °C

10.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

11.1: thionyl chloride / dichloromethane / 2 h / 0 °C

12.1: N,N-dimethyl-formamide / 0.5 h / 100 °C / Microwave irradiation

13.1: hydrogenchloride / water / 2 h / Reflux

14.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 6 h / 25 °C

15.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux

With 4-methyl-morpholine; hydrogenchloride; methanol; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; water; hydrogen; sodium carbonate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

2-{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-N,N-dimethyl-acetamide

7-Azaindole

2-cyclopentyl-ethanol

2-cyclopentylacetaldehyde

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