Technology Process of (S)-4-{6-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-5,6,7,8-tetrahydro-2-naphthalenyl}-6-(methyloxy)pyrido[2,3-b]pyrazin-3(4H)-one benzoate
There total 15 articles about (S)-4-{6-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-5,6,7,8-tetrahydro-2-naphthalenyl}-6-(methyloxy)pyrido[2,3-b]pyrazin-3(4H)-one benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 20 - 50 °C
2.1: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 48 h / 20 °C
4.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
5.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
6.2: MP-carbonate resin / pH 8
7.1: Resolution of racemate
With
manganese(IV) oxide; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C
1.2: pH 9
2.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 20 - 50 °C
3.1: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C
4.1: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 48 h / 20 °C
5.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
6.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
7.2: MP-carbonate resin / pH 8
8.1: Resolution of racemate
With
hydrogenchloride; manganese(IV) oxide; potassium tert-butylate; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C
2.1: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 48 h / 20 °C
3.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
4.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
5.2: MP-carbonate resin / pH 8
6.1: Resolution of racemate
With
manganese(IV) oxide; potassium tert-butylate; hydrogen; potassium carbonate; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;