3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

Base Information

Chemical Name:3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole
CAS No.:1603830-50-7
Molecular Formula:C₂₄H₁₉ClN₄O
Molecular Weight:414.894
Hs Code.:

Synonyms:3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

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Chemical Property of 3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

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Technology Process of 3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

There total 9 articles about 3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole 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:

: 1603830-32-5
C₁₈H₁₅ClN₄O

: 1679-18-1
4-Chlorophenylboronic acid

: 1603830-50-7
3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In water; dimethyl sulfoxide; at 80 ℃; for 16h; Inert atmosphere; Schlenk technique;
DOI:10.1016/j.bmcl.2014.03.054

Reference yield:

: 139884-24-5
9-methyl-<9H>-pyrido<2,3-b>indole-3-carbonitrile

: 1603830-50-7
3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Schlenk technique

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

3.2: 3 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

4.1: caesium carbonate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere; Schlenk technique

5.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide; water / 16 h / 80 °C / Inert atmosphere; Schlenk technique

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; diisobutylaluminium hydride; sodium carbonate; caesium carbonate; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; 2.1: |Wittig Olefination / 5.1: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2014.03.054

Reference yield:

: 1603830-31-4
2-(9-methyl-9H-pyrido[2,3-b]indol-3-yl)ethanol

: 1603830-50-7
3-(2-{[3-(4-chlorophenyl)pyrazin-2-yl]oxy}ethyl)-9-methyl-9H-pyrido[2,3-b]indole

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere; Schlenk technique

2: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide; water / 16 h / 80 °C / Inert atmosphere; Schlenk technique

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; caesium carbonate; In water; dimethyl sulfoxide; 2: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2014.03.054