Technology Process of 5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-7-((1s,4s)-4-(azidomethyl)cyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
There total 13 articles about 5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-7-((1s,4s)-4-(azidomethyl)cyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium azide;
In
N,N-dimethyl-formamide;
at 80 ℃;
for 6h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: N-iodo-succinimide / acetonitrile / 20 °C
2: potassium carbonate / acetonitrile / 18 h / 150 °C / Pressure vessel
3: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 2 h / 90 °C / Inert atmosphere
4: triethylamine / dichloromethane / 1 h / 0 °C
5: sodium azide / N,N-dimethyl-formamide / 6 h / 80 °C
With
N-iodo-succinimide; sodium azide; sodium carbonate; potassium carbonate; triethylamine;
tetrakis(triphenylphosphine) palladium(0);
In
dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: borane-THF / tetrahydrofuran / 20 °C
1.2: 2 h / 20 °C
1.3: 60 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / ethanol / 20 h / 60 °C
3.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C
4.1: ammonium hydroxide / ethanol / 100 °C
5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 2 h / 90 °C / Inert atmosphere
6.1: triethylamine / dichloromethane / 1 h / 0 °C
7.1: sodium azide / N,N-dimethyl-formamide / 6 h / 80 °C
With
ammonium hydroxide; N-iodo-succinimide; sodium azide; borane-THF; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;