4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

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Chemical Name:4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile
CAS No.:1312021-13-8
Molecular Formula:C₂₁H₂₀FN₃
Molecular Weight:333.408
Hs Code.:

Synonyms:4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

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Chemical Property of 4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

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Technology Process of 4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

There total 7 articles about 4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile 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:

: 1312016-82-2
4-[2-cyclopentyl-1-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

: 1312016-83-3
4-[2-cyclopentyl-1(R)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

: 1312021-13-8
4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

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

Reference yield:

: 872-53-7
cyclopentanealdehyde

: 1312016-83-3
4-[2-cyclopentyl-1(R)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

: 1312021-13-8
4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / hexane; 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: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon / methanol / 8 h / 50 °C / 2585.81 Torr

7.1: trichlorophosphate / chloroform / 3 h / 80 °C

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

With n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; Dess-Martin periodane; lithium hexamethyldisilazane; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; hexane; dichloromethane; chloroform; water;

Reference yield:

: 1015608-79-3
1-(benzenesulfonyl)-5-fluoropyrrolo[2,3-b]pyridine

: 1312016-83-3
4-[2-cyclopentyl-1(R)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

: 1312021-13-8
4-[2-cyclopentyl-1(S)-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-benzonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / hexane; 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: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon / methanol / 8 h / 50 °C / 2585.81 Torr

7.1: trichlorophosphate / chloroform / 3 h / 80 °C

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

With n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; Dess-Martin periodane; lithium hexamethyldisilazane; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; hexane; dichloromethane; chloroform; water;