Technology Process of (-)-2-(4-fluorophenyl)-3-hydroxy-N-[4-(2-{[4-(methylsulfonyl)-2-(2,2,2-trifluoroethoxy)phenyl]amino}[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl] propanamide
There total 16 articles about (-)-2-(4-fluorophenyl)-3-hydroxy-N-[4-(2-{[4-(methylsulfonyl)-2-(2,2,2-trifluoroethoxy)phenyl]amino}[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl] propanamide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: sodium methylate / dimethyl sulfoxide / 16 h / 20 °C
2: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C
3: sodium hydroxide; water / isopropyl alcohol / 0.5 h / 60 °C
4: potassium carbonate; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
6: Chiralpak IB 5μ 250x20mm / ethanol; hexane / Resolution of racemate
With
1H-imidazole; tetrabutyl ammonium fluoride; water; sodium methylate; potassium carbonate; HATU; sodium hydroxide;
In
tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
- Guidance literature:
-
With
Chiralpak IB 5μ 250x20mm;
In
ethanol; hexane;
Resolution of racemate;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / methanol; ethanol / 2 h / 60 °C
2.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / propan-1-ol / 4 h / Reflux
3.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos / toluene; 1-methyl-pyrrolidin-2-one / 0.08 h / 20 °C / Inert atmosphere
3.2: 1 h / Inert atmosphere; Reflux
4.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C
5.1: potassium carbonate; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
7.1: Chiralpak IB 5μ 250x20mm / ethanol; hexane / Resolution of racemate
With
bis-triphenylphosphine-palladium(II) chloride; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; XPhos;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; propan-1-ol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
