Technology Process of 2-(4-amino-1,2,5-oxadiazol-3-yl)-4-chloro-1-ethyl-1,5-dihydro-6H-imidazo[4,5-c]pyridin-6-one
There total 3 articles about 2-(4-amino-1,2,5-oxadiazol-3-yl)-4-chloro-1-ethyl-1,5-dihydro-6H-imidazo[4,5-c]pyridin-6-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: phosphorus(V) oxybromide / acetonitrile / 4 h / 90 °C
2.1: triethylamine / tetrahydrofuran; methanol / 1 h / 5 °C
3.1: hydrogenchloride; tin(ll) chloride / water / 0.75 h / 90 °C
3.2: pH ~ 10
4.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C
5.1: acetic acid / 24 h / 100 °C
6.1: acetic acid; sodium nitrite / 16 h / 20 °C
7.1: hydroxylamine; triethylamine / 1,4-dioxane / 16 h / 100 °C
8.1: Trimethyl borate / tetrahydrofuran / 0.08 h / -100 °C
8.2: 2.32 h / -100 - 20 °C
8.3: 1 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; Trimethyl borate; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tin(ll) chloride; sodium nitrite; phosphorus(V) oxybromide;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / tetrahydrofuran; methanol / 1 h / 5 °C
2.1: hydrogenchloride; tin(ll) chloride / water / 0.75 h / 90 °C
2.2: pH ~ 10
3.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C
4.1: acetic acid / 24 h / 100 °C
5.1: acetic acid; sodium nitrite / 16 h / 20 °C
6.1: hydroxylamine; triethylamine / 1,4-dioxane / 16 h / 100 °C
7.1: Trimethyl borate / tetrahydrofuran / 0.08 h / -100 °C
7.2: 2.32 h / -100 - 20 °C
7.3: 1 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; Trimethyl borate; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tin(ll) chloride; sodium nitrite;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium tert-butylate; ammonia / tetrahydrofuran / 0.17 h / -78 °C
1.2: 1.33 h / -78 - -40 °C
2.1: phosphorus(V) oxybromide / acetonitrile / 4 h / 90 °C
3.1: triethylamine / tetrahydrofuran; methanol / 1 h / 5 °C
4.1: hydrogenchloride; tin(ll) chloride / water / 0.75 h / 90 °C
4.2: pH ~ 10
5.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C
6.1: acetic acid / 24 h / 100 °C
7.1: acetic acid; sodium nitrite / 16 h / 20 °C
8.1: hydroxylamine; triethylamine / 1,4-dioxane / 16 h / 100 °C
9.1: Trimethyl borate / tetrahydrofuran / 0.08 h / -100 °C
9.2: 2.32 h / -100 - 20 °C
9.3: 1 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; Trimethyl borate; potassium tert-butylate; ammonia; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tin(ll) chloride; sodium nitrite; phosphorus(V) oxybromide;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
