Technology Process of 4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (4-methyl-morpholin-2-ylmethyl)-amide trifluoracetate
There total 6 articles about 4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (4-methyl-morpholin-2-ylmethyl)-amide trifluoracetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-(4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylic acid;
With
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
1-(4-methylmorpholin-2-yl)methylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
trifluoroacetic acid;
In
methanol; water;
RP-chromatography;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 20 °C / Cooling with ice
2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 2585.81 Torr
3.1: hydrogenchloride / 1,4-dioxane / 100 °C
4.1: water; lithium hydroxide / tetrahydrofuran / 5 h / 20 °C
4.2: pH 2
5.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C
5.2: 20 °C
5.3: RP-chromatography
With
hydrogenchloride; di-isopropyl azodicarboxylate; water; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 20 °C / Cooling with ice
2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 2585.81 Torr
3.1: hydrogenchloride / 1,4-dioxane / 100 °C
4.1: water; lithium hydroxide / tetrahydrofuran / 5 h / 20 °C
4.2: pH 2
5.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C
5.2: 20 °C
5.3: RP-chromatography
With
hydrogenchloride; di-isopropyl azodicarboxylate; water; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;