Technology Process of N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
There total 7 articles about N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C29H29N3O2S;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 0.5h;
propargyl bromide;
In
tetrahydrofuran; mineral oil;
at 0 - 20 ℃;
DOI:10.1016/j.bmc.2013.01.016
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C
3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.93 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 - 20 °C / Inert atmosphere
4.1: tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / toluene; ethanol; water / 1 h / Reflux
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
6.2: 0 - 20 °C
With
dmap; tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil; pentane;
4.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.01.016
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / toluene; ethanol; water / 1 h / Reflux
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 0 - 20 °C
With
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate;
In
tetrahydrofuran; ethanol; water; toluene; mineral oil;
1.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.01.016