Technology Process of 4-((3-cyclopropyl-1-ethyl-1H-pyrazol-5-yl)amino)-7-(3,5-dimethylisoxazol-4-yl)-N-(3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)propyl)-6-methoxy-9H-pyrimido[4,5-b]indole-2-carboxamide
There total 10 articles about 4-((3-cyclopropyl-1-ethyl-1H-pyrazol-5-yl)amino)-7-(3,5-dimethylisoxazol-4-yl)-N-(3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)propyl)-6-methoxy-9H-pyrimido[4,5-b]indole-2-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: Perbenzoic acid; N-Bromosuccinimide / benzene / 6 h / Reflux
2: triethylamine / acetonitrile / 12 h / 80 °C
3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 70 °C / Inert atmosphere
4: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C
5: dichloromethane / 1 h / 20 °C
6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C
With
bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; copper(l) iodide; Perbenzoic acid; palladium 10% on activated carbon; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/acs.jmedchem.6b01816
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
DOI:10.1021/acs.jmedchem.6b01816
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine / acetonitrile / 12 h / 80 °C
2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 70 °C / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C
4: dichloromethane / 1 h / 20 °C
5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01816