Technology Process of methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl)carbamate
There total 16 articles about methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-yl]pyrimidin-5-yl}carbamate;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 1.5h;
2,2,2-trifluoroethyltrichloromethanesulfonate;
In
tetrahydrofuran; mineral oil;
at 20 ℃;
for 48h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 0 °C
2.1: hydrazine hydrate / ethylene glycol / 4 h / Reflux
3.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0 °C
3.2: 0.5 h / -10 °C
3.3: 0 - 20 °C
4.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
5.1: bis(tri-n-butyltin) / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / Inert atmosphere; Reflux
6.1: hydrogen; pyridine / palladium 10% on activated carbon / 20 °C
7.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere
8.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 °C
8.2: 48 h / 20 °C
With
pyridine; boron trifluoride diethyl etherate; hydrogen; bis(tri-n-butyltin); sodium hydride; caesium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic anhydride;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrazine hydrate / ethylene glycol / 4 h / Reflux
2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0 °C
2.2: 0.5 h / -10 °C
2.3: 0 - 20 °C
3.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
4.1: bis(tri-n-butyltin) / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / Inert atmosphere; Reflux
5.1: hydrogen; pyridine / palladium 10% on activated carbon / 20 °C
6.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere
7.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 °C
7.2: 48 h / 20 °C
With
pyridine; boron trifluoride diethyl etherate; hydrogen; bis(tri-n-butyltin); sodium hydride; caesium carbonate; hydrazine hydrate;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; mineral oil;
