1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

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Chemical Name:1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline
CAS No.:1620098-25-0
Molecular Formula:C₂₃H₂₂N₂O₂
Molecular Weight:358.44
Hs Code.:

Synonyms:1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

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Chemical Property of 1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

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Technology Process of 1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

There total 5 articles about 1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)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: 80.0%

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

: 74-88-4
methyl iodide

: 1620098-25-0
1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: 3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;
DOI:10.1016/j.bmcl.2014.06.028

Reference yield:

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

: 1620098-25-0
1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 73776-25-7
2-chloro-3-quinolinecarboxylic acid

: 1620098-25-0
1-methyl-3-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1H-pyrrolo[3,2-b]quinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; diphenyl phosphoryl azide / 2 h / Reflux; Inert atmosphere; Schlenk technique

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

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

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

4.2: 1 h / 20 °C / Inert atmosphere; Schlenk technique

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; diphenyl phosphoryl azide; potassium acetate; sodium hydride; triethylamine; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; In N,N-dimethyl acetamide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.06.028