Technology Process of 2-{2-[4-(3-{(R)-1-[4-(2-amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-ethyl}-isoindole-1,3-dione
There total 7 articles about 2-{2-[4-(3-{(R)-1-[4-(2-amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-ethyl}-isoindole-1,3-dione which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
caesium carbonate;
In
N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tetrahydrofuran; diethyl ether / 2.16 h / -78 - 20 °C
2.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C
2.2: 2 h / -78 - 20 °C
3.1: carbon dioxide / ethanol / Resolution of racemate
4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran / 24 h / 80 °C
5.1: water; potassium hydroxide; hydroxylamine / 48 h / 85 °C
6.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 20 - 50 °C
6.2: 24 h / Reflux
6.3: 2 h / 20 - 90 °C
7.1: caesium carbonate / N,N-dimethyl-formamide
With
tetrakis(triphenylphosphine) palladium(0); carbon dioxide; boron trifluoride diethyl etherate; water; hydroxylamine; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; potassium hydroxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: carbon dioxide / ethanol / Resolution of racemate
2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran / 24 h / 80 °C
3.1: water; potassium hydroxide; hydroxylamine / 48 h / 85 °C
4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 20 - 50 °C
4.2: 24 h / Reflux
4.3: 2 h / 20 - 90 °C
5.1: caesium carbonate / N,N-dimethyl-formamide
With
tetrakis(triphenylphosphine) palladium(0); carbon dioxide; water; hydroxylamine; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; potassium hydroxide;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide;