Technology Process of (S)-2-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-N-(1-hydroxypropan-2-yl)acetamide hydrochloride
There total 11 articles about (S)-2-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-N-(1-hydroxypropan-2-yl)acetamide hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)acetic acid;
With
N-ethyl-N,N-diisopropylamine; HATU;
In
1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;
at 20 ℃;
for 0.0833333h;
(S)-Alaninol;
In
1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;
at 20 ℃;
for 1h;
With
hydrogenchloride;
In
1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;
at 20 ℃;
for 0.0833333h;
DOI:10.1021/jm200609t
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: palladium diacetate / acetonitrile / 16 h / 35 °C
1.2: 0.5 h
2.1: pyridine / dichloromethane / 0.67 h / -30 °C / Inert atmosphere
3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28 h / Reflux
5.1: pyridine / toluene / 1.75 h / 110 °C / Inert atmosphere
6.1: dichloromethane / 2 h / 20 °C
7.1: potassium carbonate / acetonitrile / 1 h / 50 °C
8.1: water; sodium hydroxide / ethanol / 16 h / 20 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide / 0.08 h / 20 °C
9.2: 1 h / 20 °C
9.3: 0.08 h / 20 °C
With
pyridine; tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; water; palladium diacetate; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
In
1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
1.1: Saegusa reaction;
DOI:10.1021/jm200609t
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: pyridine / dichloromethane / 0.67 h / -30 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere
3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28 h / Reflux
4.1: pyridine / toluene / 1.75 h / 110 °C / Inert atmosphere
5.1: dichloromethane / 2 h / 20 °C
6.1: potassium carbonate / acetonitrile / 1 h / 50 °C
7.1: water; sodium hydroxide / ethanol / 16 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide / 0.08 h / 20 °C
8.2: 1 h / 20 °C
8.3: 0.08 h / 20 °C
With
pyridine; tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; water; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
In
1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm200609t
