1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

Base Information

Chemical Name:1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline
CAS No.:1620098-27-2
Molecular Formula:C₂₅H₁₈N₆O
Molecular Weight:418.458
Hs Code.:

Synonyms:1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

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Chemical Property of 1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

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Technology Process of 1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

There total 7 articles about 1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline 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:

: 1620098-26-1
3-(1-methyl-1H-pyrrolo[3,2-b]quinolin-3-yl)phenol

: 1206679-17-5
2-chloro-4-(1H-pyrazol-4-yl)pyrimidine

: 1620098-27-2
1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; Inert atmosphere; Schlenk technique;
DOI:10.1016/j.bmcl.2014.06.028

Reference yield:

: 742698-74-4
tert-butyl (2-chloroquinolin-3-yl)carbamate

: 1620098-27-2
1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.1: potassium acetate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate / N,N-dimethyl acetamide / 16 h / 120 °C / Inert atmosphere; Schlenk technique

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 1 h / 20 °C / Inert atmosphere; Schlenk technique

4.1: hydrogenchloride / tetrahydrofuran; methanol; water / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

5.1: caesium carbonate / dimethyl sulfoxide / 80 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; sodium hydride; caesium carbonate; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.06.028

Reference yield:

: 1620098-24-9
3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

: 1620098-27-2
1-methyl-3-(3-{[4-(1H-pyrazol-4-yl)pyrimidin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 1 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: hydrogenchloride / tetrahydrofuran; methanol; water / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.1: caesium carbonate / dimethyl sulfoxide / 80 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; sodium hydride; caesium carbonate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.06.028