Technology Process of (S)-1-ethyl-3-(4-(7-(3-ethylmorpholino)-1,3-dimethyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl)urea
There total 7 articles about (S)-1-ethyl-3-(4-(7-(3-ethylmorpholino)-1,3-dimethyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl)urea which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 17 h / 20 °C / Inert atmosphere
1.2: 16 h / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 5 h / 2585.81 Torr / Inert atmosphere
3.1: acetonitrile / 19 h / 100 °C / Inert atmosphere; Reflux
4.1: trichlorophosphate; N,N-diethylaniline / 18 h / 130 °C / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere
6.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate; potassium acetate / acetonitrile / 0.25 h / 120 °C / Microwave irradiation; Inert atmosphere
With
tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; N,N-diethylaniline; trichlorophosphate;
In
ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
6.1: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.07.027
- Guidance literature:
-
Multi-step reaction with 4 steps
1: acetonitrile / 19 h / 100 °C / Inert atmosphere; Reflux
2: trichlorophosphate; N,N-diethylaniline / 18 h / 130 °C / Inert atmosphere
3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere
4: tetrakis(triphenylphosphine) palladium(0); sodium carbonate; potassium acetate / acetonitrile / 0.25 h / 120 °C / Microwave irradiation; Inert atmosphere
With
tetrakis(triphenylphosphine) palladium(0); potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; N,N-diethylaniline; trichlorophosphate;
In
N,N-dimethyl-formamide; acetonitrile;
4: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.07.027
- Guidance literature:
-
Multi-step reaction with 3 steps
1: trichlorophosphate; N,N-diethylaniline / 18 h / 130 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere
3: tetrakis(triphenylphosphine) palladium(0); sodium carbonate; potassium acetate / acetonitrile / 0.25 h / 120 °C / Microwave irradiation; Inert atmosphere
With
tetrakis(triphenylphosphine) palladium(0); potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; N,N-diethylaniline; trichlorophosphate;
In
N,N-dimethyl-formamide; acetonitrile;
3: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.07.027