Technology Process of N-((3-tert-butyl-1-(3-chloro-4-fluorophenyl)-1H-pyrazol-5-yl)methyl)-2-(3-fluoro-4-(methylsulphonamido)phenyl)propanamide
There total 11 articles about N-((3-tert-butyl-1-(3-chloro-4-fluorophenyl)-1H-pyrazol-5-yl)methyl)-2-(3-fluoro-4-(methylsulphonamido)phenyl)propanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydroxide / water; methanol / 2 h / 20 °C
1.2: 20 °C
1.3: 1 h / 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
2.2: 1 h / 20 °C
3.1: copper diacetate; pyridine / dichloromethane / 48 h / 20 °C
4.1: trifluoroacetic acid / dichloromethane / 20 °C
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C
With
pyridine; lithium aluminium tetrahydride; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
3.1: |Chan-Lam Coupling;
DOI:10.1016/j.bmcl.2017.08.020
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C
2.1: hydrazine dihydrochloride; triethylamine / ethanol / 2 h / 20 °C
3.1: sodium hydroxide / water; methanol / 2 h / 20 °C
3.2: 20 °C
3.3: 1 h / 0 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
4.2: 1 h / 20 °C
5.1: copper diacetate; pyridine / dichloromethane / 48 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 20 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C
With
pyridine; lithium aluminium tetrahydride; hydrazine dihydrochloride; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
5.1: |Chan-Lam Coupling;
DOI:10.1016/j.bmcl.2017.08.020
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrazine dihydrochloride; triethylamine / ethanol / 2 h / 20 °C
2.1: sodium hydroxide / water; methanol / 2 h / 20 °C
2.2: 20 °C
2.3: 1 h / 0 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
3.2: 1 h / 20 °C
4.1: copper diacetate; pyridine / dichloromethane / 48 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 20 °C
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C
With
pyridine; lithium aluminium tetrahydride; hydrazine dihydrochloride; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
4.1: |Chan-Lam Coupling;
DOI:10.1016/j.bmcl.2017.08.020
