Technology Process of (8-(3-chlorophenyl)-6-hydroxy-[1,2,4]triazolo[1,5-a]pyridine-5-carbonyl)glycine
There total 10 articles about (8-(3-chlorophenyl)-6-hydroxy-[1,2,4]triazolo[1,5-a]pyridine-5-carbonyl)glycine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C15H12ClN3O3; sodium glycinate;
In
2-methoxy-ethanol;
at 100 ℃;
for 0.333333h;
With
hydrogenchloride;
In
ethyl acetate;
DOI:10.1021/acsmedchemlett.7b00404
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: toluene-4-sulfonic acid / toluene / 2.5 h / Reflux; Enzymatic reaction
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: hydroxylamine hydrochloride; triethylamine / ethanol; water / 48 h / Reflux
4.1: N,N-dimethyl-formamide / 0.25 h / 130 °C
4.2: 20 °C / Cooling with ice
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C
5.2: 0.5 h / Cooling
6.1: toluene / 80 °C
7.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / water; 1,2-dimethoxyethane / 1 h / 100 °C
8.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; methanol / 4 h / 20 °C
9.1: 2-methoxy-ethanol / 0.33 h / 100 °C
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 5%-palladium/activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; n-heptane; 2-methoxy-ethanol; ethylbenzene; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/acsmedchemlett.7b00404
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; methanol / 4 h / 20 °C
2: 2-methoxy-ethanol / 0.33 h / 100 °C
With
5%-palladium/activated carbon; hydrogen;
In
tetrahydrofuran; methanol; 2-methoxy-ethanol;
DOI:10.1021/acsmedchemlett.7b00404