Technology Process of (S)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-indole-5-carboxamide
There total 10 articles about (S)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-indole-5-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide;
With
hydroxylamine hydrochloride; sodium hydrogencarbonate;
In
dimethyl sulfoxide;
at 90 ℃;
for 16h;
1,1'-carbonyldiimidazole;
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: pyridinium p-toluenesulfonate; magnesium sulfate / dichloromethane / 40 °C
2.1: dichloromethane; diethyl ether / 22 h / -50 - 20 °C
3.1: hydrogenchloride / water; methanol / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0.08 h
4.2: 0.5 h / 20 °C
5.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 16 h / 90 °C
5.2: 2 h / 20 °C
With
hydrogenchloride; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; magnesium sulfate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/acsmedchemlett.5b00218
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: dichloromethane; diethyl ether / 22 h / -50 - 20 °C
2.1: hydrogenchloride / water; methanol / 20 °C
3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0.08 h
3.2: 0.5 h / 20 °C
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 16 h / 90 °C
4.2: 2 h / 20 °C
With
hydrogenchloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/acsmedchemlett.5b00218