Technology Process of N-[1-(4-hydroxy-3-isopropylbenzyl)-1H-indol-4-yl]oxamic acid
There total 8 articles about N-[1-(4-hydroxy-3-isopropylbenzyl)-1H-indol-4-yl]oxamic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; pentane / 2 h / -78 °C
2.2: 4 h / -78 - 20 °C
3.1: thionyl chloride / dichloromethane / 2 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 5 °C
4.2: 3 h / 5 °C
5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C
6.1: 3 h / 100 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
8.1: sodium hydroxide / ethanol / 1 h / 20 °C
With
1H-imidazole; n-butyllithium; thionyl chloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; pentane;
DOI:10.1016/j.bmc.2013.11.001
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: N-Bromosuccinimide / acetonitrile / 4 h / 0 - 20 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C
3.1: n-butyllithium / tetrahydrofuran; pentane / 2 h / -78 °C
3.2: 4 h / -78 - 20 °C
4.1: thionyl chloride / dichloromethane / 2 h / 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 5 °C
5.2: 3 h / 5 °C
6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C
7.1: 3 h / 100 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
9.1: sodium hydroxide / ethanol / 1 h / 20 °C
With
1H-imidazole; N-Bromosuccinimide; n-butyllithium; thionyl chloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; pentane;
DOI:10.1016/j.bmc.2013.11.001
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 5 °C
1.2: 3 h / 5 °C
2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C
3.1: 3 h / 100 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
5.1: sodium hydroxide / ethanol / 1 h / 20 °C
With
palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydroxide;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2013.11.001