Technology Process of 6-(5-methyl-1H-pyrazol-4-yl)-2-{1-[4-(methylsulfonyl)phenyl]pyrrolidin-2-yl}thieno[3,2-d]pyrimidin-4(3H)-one
There total 6 articles about 6-(5-methyl-1H-pyrazol-4-yl)-2-{1-[4-(methylsulfonyl)phenyl]pyrrolidin-2-yl}thieno[3,2-d]pyrimidin-4(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / acetonitrile / 0 - 20 °C / Cooling with ice
2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
2.2: 1 h / -78 - 20 °C
3.1: potassium carbonate; methanol / water / 2 h / 20 °C
4.1: sodium hydroxide / N,N-dimethyl-formamide; water; methanol / 70 °C
4.2: 0.08 h / 20 °C
4.3: 120 h / 20 °C
5.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / 0 - 20 °C
5.2: 19 h / 60 °C
6.1: sodium hydroxide; water / ethanol / 10 h / 70 °C
6.2: 20 °C / Cooling with ice
7.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 1.5 h / 80 °C / Inert atmosphere
7.2: 2 h / 80 °C
With
pyridine; methanol; n-butyllithium; water; potassium carbonate; caesium carbonate; triethylamine; diisopropylamine; sodium hydroxide; isobutyl chloroformate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydroxide / N,N-dimethyl-formamide; water; methanol / 70 °C
1.2: 0.08 h / 20 °C
1.3: 120 h / 20 °C
2.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / 0 - 20 °C
2.2: 19 h / 60 °C
3.1: sodium hydroxide; water / ethanol / 10 h / 70 °C
3.2: 20 °C / Cooling with ice
4.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 1.5 h / 80 °C / Inert atmosphere
4.2: 2 h / 80 °C
With
water; caesium carbonate; triethylamine; sodium hydroxide; isobutyl chloroformate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate; methanol / water / 2 h / 20 °C
2.1: sodium hydroxide / N,N-dimethyl-formamide; water; methanol / 70 °C
2.2: 0.08 h / 20 °C
2.3: 120 h / 20 °C
3.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / 0 - 20 °C
3.2: 19 h / 60 °C
4.1: sodium hydroxide; water / ethanol / 10 h / 70 °C
4.2: 20 °C / Cooling with ice
5.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 1.5 h / 80 °C / Inert atmosphere
5.2: 2 h / 80 °C
With
methanol; water; potassium carbonate; caesium carbonate; triethylamine; sodium hydroxide; isobutyl chloroformate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;
