Technology Process of ethyl 7-fluoro-1,3-dimethyl-6-([4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzoyl}amino)-1H-indole-2-carboxylate
There total 8 articles about ethyl 7-fluoro-1,3-dimethyl-6-([4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzoyl}amino)-1H-indole-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethyl 7-fluoro-3-methyl-6-({4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzoyl}amino)-1H-indole-2-carboxylate;
With
sodium hydride;
In
Pionier 2076; N,N-dimethyl-formamide;
at 5 ℃;
for 1h;
methyl iodide;
In
Pionier 2076; N,N-dimethyl-formamide;
at 20 ℃;
for 15h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sulfuric acid / 11 h / 22 - 75 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 10 °C
2.2: 2 - 4 °C
3.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 96 h / 20 - 25 °C
3.2: 2 h / 90 °C
3.3: Cooling with ice
4.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 50 °C
4.2: 72 h / 5 - 20 °C
5.1: hydrogen / palladium-on-charcoal / water; tetrahydrofuran / 15 h / 20 °C
5.2: 0.5 h / -25 - 5 °C
5.3: -20 °C
6.1: toluene-4-sulfonic acid / ethyl acetate; toluene / 2 h / 100 °C / Reflux
7.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1 h / 5 °C
7.2: 15 h / 20 °C
With
lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; hydrogen; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate;
palladium-on-charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; Pionier 2076; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 96 h / 20 - 25 °C
1.2: 2 h / 90 °C
1.3: Cooling with ice
2.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 50 °C
2.2: 72 h / 5 - 20 °C
3.1: hydrogen / palladium-on-charcoal / water; tetrahydrofuran / 15 h / 20 °C
3.2: 0.5 h / -25 - 5 °C
3.3: -20 °C
4.1: toluene-4-sulfonic acid / ethyl acetate; toluene / 2 h / 100 °C / Reflux
5.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1 h / 5 °C
5.2: 15 h / 20 °C
With
thionyl chloride; hydrogen; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate;
palladium-on-charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; Pionier 2076; water; ethyl acetate; N,N-dimethyl-formamide; toluene;