Technology Process of tert-butyl (1S,2R)-2-(4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate
There total 7 articles about tert-butyl (1S,2R)-2-(4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate;
With
hydrogen; acetic acid;
palladium on carbon;
In
methanol;
at 20 ℃;
under 760.051 Torr;
With
sodium hydrogencarbonate;
In
methanol; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C
1.2: -78 - 20 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
3.1: ISOPROPYLAMIDE / 140 °C
4.1: potassium fluoride / trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane / 1 h / 120 °C / Microwave irradiation
5.1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / dichloromethane / 7 h / 0 - 20 °C
6.1: trichlorophosphate / 5 h / 80 °C
7.1: triethylamine / ISOPROPYLAMIDE / 1 h / 150 °C / Microwave irradiation
8.1: hydrogen; acetic acid / palladium on carbon / methanol / 20 °C / 760.05 Torr
With
potassium fluoride; n-butyllithium; hydrogen; urea hydrogen peroxide adduct; potassium carbonate; acetic acid; triethylamine; diisopropylamine; trifluoroacetic anhydride; trichlorophosphate;
trans-bis(triphenylphosphine)palladium dichloride; palladium on carbon;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide;
4.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
2: ISOPROPYLAMIDE / 140 °C
3: potassium fluoride / trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane / 1 h / 120 °C / Microwave irradiation
4: trifluoroacetic anhydride; urea hydrogen peroxide adduct / dichloromethane / 7 h / 0 - 20 °C
5: trichlorophosphate / 5 h / 80 °C
6: triethylamine / ISOPROPYLAMIDE / 1 h / 150 °C / Microwave irradiation
7: hydrogen; acetic acid / palladium on carbon / methanol / 20 °C / 760.05 Torr
With
potassium fluoride; hydrogen; urea hydrogen peroxide adduct; potassium carbonate; acetic acid; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
trans-bis(triphenylphosphine)palladium dichloride; palladium on carbon;
In
methanol; 1,2-dimethoxyethane; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide;
3: Suzuki Coupling;