methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

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Chemical Name:methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate
CAS No.:1346172-81-3
Molecular Formula:C₂₃H₁₉ClN₄O₅S
Molecular Weight:498.947
Hs Code.:

Synonyms:methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

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Chemical Property of methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

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Technology Process of methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

There total 8 articles about methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate 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:

: 866546-11-4
5-chloro-1-(p-tolylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine

: 1346172-80-2
methyl 1-[(6-chloropyrazin-2-yl)oxy]cyclopropanecarboxylate

: 1346172-81-3
methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

Guidance literature:: With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; dimethyl sulfoxide; at 125 ℃; for 0.333333h; Microweve irradiation;

Reference yield:

: 33689-29-1
1-hydroxy-cyclopropanecarboxylic acid methyl ester

: 1346172-81-3
methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1 h / 0 °C

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; dimethyl sulfoxide / 0.33 h / 125 °C / Microweve irradiation

With sodium hydride; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 211308-81-5
5-chloro-3-iodo-2-aminopyridine

: 1346172-81-3
methyl 1-[(6-{5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyrazin-2-yl)oxy]cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

4.2: 1.5 h / 0 - 25 °C

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

6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; dimethyl sulfoxide / 0.33 h / 125 °C / Microweve irradiation

With copper(l) iodide; potassium tert-butylate; bromine; potassium acetate; sodium hydride; sodium carbonate; acetic acid; triethylamine; 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; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;