Technology Process of 1-(2,4-dichlorophenyl)-3-(hydroxymethyl)-2-(4-methoxyphenyl)-5-piperidin-1-yl-1.5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one
There total 11 articles about 1-(2,4-dichlorophenyl)-3-(hydroxymethyl)-2-(4-methoxyphenyl)-5-piperidin-1-yl-1.5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
methanol; sodium tetrahydroborate;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 2-methyltetrahydrofuran / 22 h / Heating / reflux
2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C
2.2: 0 - 20 °C
3.1: toluene-4-sulfonic acid / toluene / 1 h / Heating / reflux
4.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C
5.1: tetrabutyl-ammonium chloride; sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 80 °C
6.1: sodium periodate; osmium(VIII) oxide; water / tetrahydrofuran; tert-butyl alcohol / 20 °C
7.1: methanol; sodium tetrahydroborate / tetrahydrofuran / 20 °C
With
methanol; sodium tetrahydroborate; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; tetrabutyl-ammonium chloride; water; sodium hydride; sodium carbonate; toluene-4-sulfonic acid;
palladium diacetate;
In
tetrahydrofuran; 2-methyltetrahydrofuran; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: caesium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 48 h / 80 °C / Heating / reflux
2.1: acetic acid / water / 1 h / Heating / reflux
3.1: 2-methyltetrahydrofuran / 22 h / Heating / reflux
4.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C
4.2: 0 - 20 °C
5.1: toluene-4-sulfonic acid / toluene / 1 h / Heating / reflux
6.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C
7.1: tetrabutyl-ammonium chloride; sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 80 °C
8.1: sodium periodate; osmium(VIII) oxide; water / tetrahydrofuran; tert-butyl alcohol / 20 °C
9.1: methanol; sodium tetrahydroborate / tetrahydrofuran / 20 °C
With
methanol; sodium tetrahydroborate; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; tetrabutyl-ammonium chloride; water; sodium hydride; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; acetic acid;
palladium diacetate;
In
tetrahydrofuran; 2-methyltetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;