Technology Process of tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-(5-methyl-1-((tetrahydro-2H-pyran-3-yl)methyl)-1H-pyrazol-4-yl)picolinate
There total 2 articles about tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-(5-methyl-1-((tetrahydro-2H-pyran-3-yl)methyl)-1H-pyrazol-4-yl)picolinate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane
2: hydrogenchloride / dichloromethane; diethyl ether / 20 °C
3: caesium carbonate / N,N-dimethyl acetamide / 12 h / 120 °C
4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine / tetrahydrofuran; acetonitrile / 0.5 h / 100 °C / Microwave irradiation
5: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere
With
hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl acetamide; water; acetonitrile;
5: |Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: p-toluenesulfonyl chloride; pyridine / tert-butyl alcohol / 12 h / 0 - 20 °C
2: caesium carbonate / N,N-dimethyl acetamide / 12 h / 120 °C
3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine / tetrahydrofuran; acetonitrile / 0.5 h / 100 °C / Microwave irradiation
4: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere
With
pyridine; tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate; caesium carbonate; triethylamine; p-toluenesulfonyl chloride;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl acetamide; water; acetonitrile; tert-butyl alcohol;
4: |Suzuki Coupling;