Technology Process of ethyl 4-[6-chloro-5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]butanoate
There total 16 articles about ethyl 4-[6-chloro-5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]butanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-cyano-4-isopropoxybenzoic acid;
With
N-ethyl-N,N-diisopropylamine; HATU;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.166667h;
ethyl 4-{6-chloro-5-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}butanoate;
In
N,N-dimethyl-formamide;
at 80 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tert.-butylnitrite; potassium acetate / 18-crown-6 ether / chloroform / 16 h / 78 °C / Cooling with ice
1.2: Cooling with ice
2.1: hydrogenchloride; water / methanol / 2 h / 80 °C
2.2: 1 h / 80 °C
3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 80 °C
5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C
5.2: 18 h / 80 °C
With
hydrogenchloride; tert.-butylnitrite; hydroxylamine hydrochloride; water; potassium acetate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; HATU;
tetrakis(triphenylphosphine) palladium(0); 18-crown-6 ether;
In
methanol; ethanol; chloroform; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
3.1: sodium hydroxide / methanol / 16 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C
4.2: 18 h / 80 °C
With
potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
sodium cyanide;
In
methanol; N,N-dimethyl-formamide;