Technology Process of N-(2-methylcyclohexyl)-3-(3-((tetrahydro-2H-pyran-2-yloxy)methyl)-1,2,4-oxadiazol-5-yl)pyrrolo[1,2-b]pyridazin-4-amine
There total 7 articles about N-(2-methylcyclohexyl)-3-(3-((tetrahydro-2H-pyran-2-yloxy)methyl)-1,2,4-oxadiazol-5-yl)pyrrolo[1,2-b]pyridazin-4-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N'-hydroxy-2-((tetrahydro-2H-pyran-2-yl)oxy)acetimidamide;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 50 ℃;
for 1h;
Molecular sieve;
methyl 4-(2-methylcyclohexylamino)pyrrolo[1,2-b]pyridazine-3-carboxylate;
In
tetrahydrofuran; mineral oil;
for 19h;
Reflux;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogenchloride / ethanol; water / 18 h / Reflux
1.2: 1 h / 80 °C
1.3: pH 1
2.1: N,N-diethylaniline; trichlorophosphate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile / 1 h / 80 °C
3.1: triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C
4.1: sodium hydroxide; ethanol / 14 h / Reflux
4.2: Acidic conditions
5.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 0 - 20 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 50 °C / Molecular sieve
6.2: 19 h / Reflux
With
hydrogenchloride; dmap; ethanol; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-diethylaniline; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: N,N-diethylaniline; trichlorophosphate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile / 1 h / 80 °C
2.1: triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C
3.1: sodium hydroxide; ethanol / 14 h / Reflux
3.2: Acidic conditions
4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 0 - 20 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 50 °C / Molecular sieve
5.2: 19 h / Reflux
With
dmap; ethanol; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-diethylaniline; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; mineral oil;