6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

Base Information

Chemical Name:6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine
CAS No.:1036747-58-6
Molecular Formula:C₂₆H₂₆N₆O
Molecular Weight:438.532
Hs Code.:

Synonyms:6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

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Chemical Property of 6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

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Technology Process of 6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

There total 7 articles about 6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine 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:

: 1036756-29-2
N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-6-((trimethylsilyl)ethynyl)quinazolin-2-amine

: 1036747-58-6
6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

Guidance literature:: With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 16618-67-0
3-bromo-5-nitroanisole

: 1036747-58-6
6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice bath

1.2: -78 - 20 °C

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 1.5 h / 80 °C

3.1: hydrogen / palladium 10% on activated carbon / methanol / 22 h / 20 °C / Inert atmosphere of argon

4.1: acetic acid / 1,4-dioxane / 95 - 100 °C

5.1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 95 °C

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 20 °C

6.2: 20 °C

7.1: sodium hydroxide / N,N-dimethyl-formamide / 20 °C

With copper(l) iodide; hydrogen; boron tribromide; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki Coupling;

Reference yield:

: 1036756-25-8
3-amino-5-(1-methyl-1H-pyrazol-4-yl)phenol

: 1036747-58-6
6-ethynyl-N-(3-(1-methyl-1H-pyrazol-4-yl)-5-(2-(pyrrolidin-1-yl)ethoxy)phenyl)quinazolin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / 1,4-dioxane / 95 - 100 °C

2.1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 95 °C

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 20 °C

3.2: 20 °C

4.1: sodium hydroxide / N,N-dimethyl-formamide / 20 °C

With copper(l) iodide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;