Technology Process of 2-[7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]-N-((1R)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)acetamide
There total 9 articles about 2-[7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]-N-((1R)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]acetic acid;
With
N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.0333333h;
(R)-1-((tert-butyldimethylsilyl)oxy)propan-2-amine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: pyridine / toluene / 1.5 h / 110 °C / Inert atmosphere; Reflux
3.1: hydrogenchloride / dichloromethane; 1,4-dioxane; diethyl ether / 3.5 h
4.1: potassium carbonate / acetonitirile / 20 - 60 °C / Inert atmosphere
5.1: sodium hydroxide / tetrahydrofuran; methanol / 28 h / 20 °C
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethylmorpholine; / N,N-dimethyl-formamide / 0.03 h / 20 °C
6.2: 16 h / 20 °C
With
N-ethylmorpholine;; pyridine; hydrogenchloride; oxalyl dichloride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; methanol; acetonitirile; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 1.25 h / 100 °C / Inert atmosphere
2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 4 h / 60 °C / Reflux
3.1: pyridine / toluene / 1.5 h / 110 °C / Inert atmosphere; Reflux
4.1: hydrogenchloride / dichloromethane; 1,4-dioxane; diethyl ether / 3.5 h
5.1: potassium carbonate / acetonitirile / 20 - 60 °C / Inert atmosphere
6.1: sodium hydroxide / tetrahydrofuran; methanol / 28 h / 20 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethylmorpholine; / N,N-dimethyl-formamide / 0.03 h / 20 °C
7.2: 16 h / 20 °C
With
N-ethylmorpholine;; pyridine; hydrogenchloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; acetonitirile; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
