Technology Process of 3-chloro-N-[1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]benzamide hydrochloride
There total 10 articles about 3-chloro-N-[1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-yl]benzamide hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
methanol; diethyl ether;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydride / tetrahydrofuran / 20 °C
2.1: ammonium acetate / methanol / 2 h / Heating / reflux
3.1: sodium t-butanolate / N,N-dimethyl-formamide / 0.08 h / 160 °C / Microwave
4.1: O-phenyl phosphorodichloridate / 0.5 h / 180 °C
5.1: sodium hydroxide; water / methanol / 4 h / Heating / reflux
5.2: pH 1
6.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
7.1: lithium hexamethyldisilazane; CyJohnPhos / tris-(dibenzylideneacetone)dipalladium(0) / tetrahydrofuran / 17 h / 65 °C
8.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
9.1: hydrogenchloride / methanol; diethyl ether
With
N-ethylmorpholine;; hydrogenchloride; sodium hydroxide; ammonium acetate; water; sodium hydride; benzotriazol-1-ol; O-phenyl phosphorodichloridate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; sodium t-butanolate; CyJohnPhos;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: O-phenyl phosphorodichloridate / 0.5 h / 180 °C
2.1: sodium hydroxide; water / methanol / 4 h / Heating / reflux
2.2: pH 1
3.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
4.1: lithium hexamethyldisilazane; CyJohnPhos / tris-(dibenzylideneacetone)dipalladium(0) / tetrahydrofuran / 17 h / 65 °C
5.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
6.1: hydrogenchloride / methanol; diethyl ether
With
N-ethylmorpholine;; hydrogenchloride; sodium hydroxide; water; benzotriazol-1-ol; O-phenyl phosphorodichloridate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; CyJohnPhos;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;