Technology Process of [8-(4-bromo-2,6-dimethoxyphenyl)-2,7-dimethyl-pyrazolo[1,5-a][1,3,5]triazin-4-yl]bis(2-methoxyethyl)amine
There total 9 articles about [8-(4-bromo-2,6-dimethoxyphenyl)-2,7-dimethyl-pyrazolo[1,5-a][1,3,5]triazin-4-yl]bis(2-methoxyethyl)amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
trifluoromethanesulfonic acid 4-{4-[bis(2-methoxyethyl)amino]-2,7-dimethylpyrazolo[1,5-a][1,3,5]triazin-8-yl}-3,5-dimethoxyphenyl ester;
With
tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; lithium chloride;
In
1,4-dioxane;
at 110 ℃;
for 3h;
Inert atmosphere;
With
N-Bromosuccinimide;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
DOI:10.1002/jlcr.1616
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: potassium carbonate / acetone / 14 h / Reflux
2.1: potassium tert-butylate / 1,2-dimethoxyethane / 3 h / -60 - -50 °C
3.1: sodium / 1.83 h / Reflux
4.1: hydrazine hydrate; acetic acid / toluene / 5 h / Reflux
5.1: acetonitrile / 18 h / 20 °C
6.1: sodium ethanolate / ethanol / 6 h / Reflux
7.1: N,N-diethyl-p-toluidine; trichlorophosphate / 24 h / Reflux
8.1: tetrahydrofuran / 1 h
9.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
10.1: pyridine / 0 - 20 °C
11.1: tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; lithium chloride / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere
11.2: 1 h / 20 °C
With
pyridine; tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol; palladium 10% on activated carbon; N,N-diethyl-p-toluidine; potassium tert-butylate; hydrogen; sodium ethanolate; hexamethyldistannane; sodium; potassium carbonate; hydrazine hydrate; acetic acid; lithium chloride; trichlorophosphate;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; acetone; toluene; acetonitrile;
DOI:10.1002/jlcr.1616
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium ethanolate / ethanol / 6 h / Reflux
2.1: N,N-diethyl-p-toluidine; trichlorophosphate / 24 h / Reflux
3.1: tetrahydrofuran / 1 h
4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
5.1: pyridine / 0 - 20 °C
6.1: tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; lithium chloride / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere
6.2: 1 h / 20 °C
With
pyridine; tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol; palladium 10% on activated carbon; N,N-diethyl-p-toluidine; hydrogen; sodium ethanolate; hexamethyldistannane; lithium chloride; trichlorophosphate;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol;
DOI:10.1002/jlcr.1616