Technology Process of (4-fluoro-phenyl)-(3-methoxy-2-phenoxymethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl)-methanone
There total 9 articles about (4-fluoro-phenyl)-(3-methoxy-2-phenoxymethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl)-methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
caesium carbonate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.75h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
2.1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 120 °C / Inert atmosphere; sealed tube; microwave irradiation
3.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 90 °C / sealed tube; Inert atmosphere
4.1: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
5.1: N-iodo-succinimide / chloroform / 1 h / 65 °C
6.1: TurboGrignard / tetrahydrofuran / 0.02 h / -78 °C / Inert atmosphere
6.2: 1.5 h / -78 - 20 °C
7.1: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 16 h / 0 - 20 °C
8.1: caesium carbonate / N,N-dimethyl-formamide / 0.75 h / 20 °C
With
pyridine; N-iodo-succinimide; TurboGrignard; lithium aluminium tetrahydride; di-tert-butyl-diazodicarboxylate; dihydrogen peroxide; ammonium formate; caesium carbonate; triphenylphosphine; sodium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C
1.2: 16 h / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
3.1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0.33 h / 120 °C / Inert atmosphere; sealed tube; microwave irradiation
4.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 90 °C / sealed tube; Inert atmosphere
5.1: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
6.1: N-iodo-succinimide / chloroform / 1 h / 65 °C
7.1: TurboGrignard / tetrahydrofuran / 0.02 h / -78 °C / Inert atmosphere
7.2: 1.5 h / -78 - 20 °C
8.1: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 16 h / 0 - 20 °C
9.1: caesium carbonate / N,N-dimethyl-formamide / 0.75 h / 20 °C
With
pyridine; N-iodo-succinimide; TurboGrignard; lithium aluminium tetrahydride; di-tert-butyl-diazodicarboxylate; dihydrogen peroxide; ammonium formate; sodium hydride; caesium carbonate; triphenylphosphine; sodium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; mineral oil;