Technology Process of (S)-N-(4-chloro-2-(2-(5,7-dichloropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)methanesulfonamide
There total 7 articles about (S)-N-(4-chloro-2-(2-(5,7-dichloropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)methanesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h
2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran; hexanes / -78 - -40 °C
2.2: -78 - -40 °C
2.3: -78 - 20 °C
3.1: hydrazinium monoacetate / ethanol / 16 h / 20 °C
4.1: sodium methylate / methanol / 5 h / 78 °C
5.1: trichlorophosphate / 3 h / 100 °C
6.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C
6.2: 0.67 h / 20 °C / Cooling with ice
With
oxalyl dichloride; sodium bis(trimethylsilyl)amide; sodium methylate; hydrazinium monoacetate; caesium carbonate; trichlorophosphate;
In
tetrahydrofuran; methanol; hexanes; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran; hexanes / -78 - -40 °C
1.2: -78 - -40 °C
1.3: -78 - 20 °C
2.1: hydrazinium monoacetate / ethanol / 16 h / 20 °C
3.1: sodium methylate / methanol / 5 h / 78 °C
4.1: trichlorophosphate / 3 h / 100 °C
5.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C
5.2: 0.67 h / 20 °C / Cooling with ice
With
oxalyl dichloride; sodium bis(trimethylsilyl)amide; sodium methylate; hydrazinium monoacetate; trichlorophosphate;
In
tetrahydrofuran; methanol; hexanes; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.42 h / -78 - -20 °C / Inert atmosphere
1.2: 3.08 h / -78 - -45 °C
1.3: -78 - 20 °C
2.1: hydrazinium monoacetate / ethanol / 16 h / 20 °C
3.1: sodium methylate / methanol / 5 h / 78 °C
4.1: trichlorophosphate / 3 h / 100 °C
5.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C
5.2: 0.67 h / 20 °C / Cooling with ice
With
oxalyl dichloride; sodium bis(trimethylsilyl)amide; sodium methylate; hydrazinium monoacetate; trichlorophosphate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
