Technology Process of 5-Cyano-pyridine-2-carboxylic acid [3-(3-amino-5-trifluoromethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-5-yl)-4-fluoro-phenyl]-amide hydrochloride
There total 12 articles about 5-Cyano-pyridine-2-carboxylic acid [3-(3-amino-5-trifluoromethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-5-yl)-4-fluoro-phenyl]-amide hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5-{5-[(5-Cyano-pyridine-2-carbonyl)-amino]-2-fluoro-phenyl}-5-trifluoromethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-3-yl)-carbamic acid tert-butyl ester;
With
trifluoroacetic acid;
In
dichloromethane;
for 0.75h;
With
hydrogenchloride;
In
tetrahydrofuran; diethyl ether;
- Guidance literature:
-
Multi-step reaction with 12 steps
1: toluene; hexane
2: tetrahydrofuran
3: hydrogenchloride; sodium hydrogencarbonate; sodium tetrahydroborate; O3 / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; oxygen
4: potassium carbonate; pyridine; DIPEA / hydrogenchloride; dichloromethane; 1,4-dioxane; methanol
5: potassium tert-butylate / ethyl acetate; tert-butyl alcohol; tetrahydrofuran
6: tetrahydrofuran
7: potassium carbonate / ammonia; methanol
8: potassium nitrate / sulfuric acid
9: DIPEA / dichloromethane; tetrahydrofuran
10: Pd on charcoal / ethanol; tetrahydrofuran
11: 1,2-dichloro-ethane; DIPEA / N,N-dimethyl-formamide
12: hydrogenchloride; trifluoroacetic acid / dichloromethane; ethyl acetate; diethyl ether; tetrahydrofuran
With
pyridine; hydrogenchloride; sodium tetrahydroborate; O3; DIPEA; potassium tert-butylate; sodium hydrogencarbonate; potassium carbonate; potassium nitrate; 1,2-dichloro-ethane; trifluoroacetic acid;
Pd on charcoal;
In
tetrahydrofuran; 1,4-dioxane; hydrogenchloride; methanol; diethyl ether; ethanol; hexane; dichloromethane; sulfuric acid; ammonia; oxygen; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: potassium carbonate; pyridine; DIPEA / hydrogenchloride; dichloromethane; 1,4-dioxane; methanol
2: potassium tert-butylate / ethyl acetate; tert-butyl alcohol; tetrahydrofuran
3: tetrahydrofuran
4: potassium carbonate / ammonia; methanol
5: potassium nitrate / sulfuric acid
6: DIPEA / dichloromethane; tetrahydrofuran
7: Pd on charcoal / ethanol; tetrahydrofuran
8: 1,2-dichloro-ethane; DIPEA / N,N-dimethyl-formamide
9: hydrogenchloride; trifluoroacetic acid / dichloromethane; ethyl acetate; diethyl ether; tetrahydrofuran
With
pyridine; hydrogenchloride; DIPEA; potassium tert-butylate; potassium carbonate; potassium nitrate; 1,2-dichloro-ethane; trifluoroacetic acid;
Pd on charcoal;
In
tetrahydrofuran; 1,4-dioxane; hydrogenchloride; methanol; diethyl ether; ethanol; dichloromethane; sulfuric acid; ammonia; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;