Technology Process of (R)-N-ethyl-N-(7-fluoro-6-(3-(1-phenylethyl)ureido)-1H-pyrazolo[4,3-c]pyridin-3-yl)acetamide
There total 4 articles about (R)-N-ethyl-N-(7-fluoro-6-(3-(1-phenylethyl)ureido)-1H-pyrazolo[4,3-c]pyridin-3-yl)acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: rac-Pro-OH; copper(l) iodide; potassium carbonate / dimethyl sulfoxide / 24 h / 70 °C
2.1: chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate / tetrahydrofuran / 6 h / 20 - 50 °C / Inert atmosphere
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C
3.2: 1 h / 20 °C
3.3: 0.25 h
4.1: selectfluor / methanol; N,N-dimethyl acetamide / 20 - 55 °C
With
copper(l) iodide; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); selectfluor; potassium carbonate; N-ethyl-N,N-diisopropylamine; rac-Pro-OH; sodium t-butanolate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C
1.2: 1 h / 20 °C
1.3: 0.25 h
2.1: selectfluor / methanol; N,N-dimethyl acetamide / 20 - 55 °C
With
selectfluor; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane; N,N-dimethyl acetamide;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate / tetrahydrofuran / 6 h / 20 - 50 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C
2.2: 1 h / 20 °C
2.3: 0.25 h
3.1: selectfluor / methanol; N,N-dimethyl acetamide / 20 - 55 °C
With
chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); selectfluor; N-ethyl-N,N-diisopropylamine; sodium t-butanolate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide;