N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

Base Information

Chemical Name:N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine
CAS No.:1346172-29-9
Molecular Formula:C₂₀H₁₆ClN₅O₄S
Molecular Weight:457.897
Hs Code.:

Synonyms:N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

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Chemical Property of N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

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Technology Process of N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

There total 10 articles about N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine 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:

: 1346172-28-8
tert-butyl N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alaninate

: 1346172-29-9
N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

: 1072-98-6
5-chloro-2-pyridylamine

: 1346172-29-9
N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

Guidance literature:: Multi-step reaction with 9 steps

1.1: iodine; sulfuric acid; periodic acid / ethanol; water / 15 h / 80 °C

1.2: pH 9

2.1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1.67 h / 20 - 40 °C / Inert atmosphere

3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 80 °C / Inert atmosphere

4.1: bromine; acetic acid / 3 h / 90 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.83 h / 0 °C / Inert atmosphere

5.2: 1.5 h / 0 - 25 °C

6.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,2-dimethoxyethane / 6 h / 86 °C / Inert atmosphere

7.1: water; acetone / 20 °C

8.1: triethylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / propan-1-ol / 1 h / 100 °C

9.1: trifluoroacetic acid / dichloromethane / 20 °C

With copper(l) iodide; sulfuric acid; potassium tert-butylate; bromine; iodine; potassium acetate; sodium hydride; acetic acid; periodic acid; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; propan-1-ol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

: 866318-90-3
2-amino-5-chloro-3-[(trimethylsilyl)ethynyl]pyridine

: 1346172-29-9
N-{6-[5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazin-2-yl}-L-alanine

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 80 °C / Inert atmosphere

2.1: bromine; acetic acid / 3 h / 90 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.83 h / 0 °C / Inert atmosphere

3.2: 1.5 h / 0 - 25 °C

4.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,2-dimethoxyethane / 6 h / 86 °C / Inert atmosphere

5.1: water; acetone / 20 °C

6.1: triethylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / propan-1-ol / 1 h / 100 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

With potassium tert-butylate; bromine; potassium acetate; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1-methyl-pyrrolidin-2-one; propan-1-ol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;