Technology Process of 9-Chloro-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene
There total 10 articles about 9-Chloro-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
9-Chloro-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene-2-carboxylic acid amide; N,N-dimethyl-formamide dimethyl acetal;
In
toluene;
at 90 ℃;
for 2h;
2,4-difluorophenylhydrazine;
With
acetic acid;
at 90 ℃;
for 2h;
With
sodium hydrogencarbonate;
In
water; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
3.1: potassium carbonate; tetraethylammonium chloride / triphenylphosphine; palladium diacetate / acetonitrile / 3 h / 80 °C / Inert atmosphere
4.1: N-Bromosuccinimide; acetic acid / dichloromethane / 0 - 5 °C
5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
5.2: -78 °C
6.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C
7.1: toluene / 2 h / 90 °C
7.2: 2 h / 90 °C
With
N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; tetraethylammonium chloride; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU;
palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: iodine; sodium carbonate / water; tetrahydrofuran / 4 h / 20 °C
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
3.1: potassium carbonate; tetraethylammonium chloride / triphenylphosphine; palladium diacetate / acetonitrile / 3 h / 80 °C / Inert atmosphere
4.1: N-Bromosuccinimide; acetic acid / dichloromethane / 0 - 5 °C
5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
5.2: -78 °C
6.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C
7.1: toluene / 2 h / 90 °C
7.2: 2 h / 90 °C
With
N-Bromosuccinimide; n-butyllithium; di-isopropyl azodicarboxylate; tetraethylammonium chloride; iodine; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU;
palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;