Technology Process of N-[(1S)-2-{4-[6-(cyclopropylmethoxy)-3-fluoropyrazolo[1,5-a]pyridin-2-yl]-3-fluorophenoxy}-1-methylethyl]acetamide
There total 8 articles about N-[(1S)-2-{4-[6-(cyclopropylmethoxy)-3-fluoropyrazolo[1,5-a]pyridin-2-yl]-3-fluorophenoxy}-1-methylethyl]acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl [(1S)-2-{4-[6-(cyclopropylmethoxy)-3-fluoropyrazolo[1,5-a]pyridin-2-yl]-3-fluorophenoxy}-1-methylethyl]carbamate;
With
hydrogenchloride;
In
ethyl acetate;
at 20 ℃;
for 6h;
acetic anhydride;
With
pyridine;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C
2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 100 °C
3.1: perchloric acid; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate / N,N-dimethyl-formamide; tetrahydrofuran / 0.83 h / 0 - 20 °C
3.2: 20 °C
4.1: 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) / acetonitrile / 1 h / 20 °C
5.1: hydrogenchloride / ethyl acetate / 6 h / 20 °C
5.2: 20 °C
With
hydrogenchloride; perchloric acid; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate; potassium carbonate; triethylamine; 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate);
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene; tetrahydrofuran / 3.5 h / 0 - 20 °C
2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 100 °C / Inert atmosphere
2.2: 2 h / 20 °C
3.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 100 °C
4.1: perchloric acid; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate / N,N-dimethyl-formamide; tetrahydrofuran / 0.83 h / 0 - 20 °C
4.2: 20 °C
5.1: 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) / acetonitrile / 1 h / 20 °C
6.1: hydrogenchloride / ethyl acetate / 6 h / 20 °C
6.2: 20 °C
With
hydrogenchloride; perchloric acid; di-isopropyl azodicarboxylate; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate; triethylamine; triphenylphosphine; 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate);
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;