Technology Process of (2-{5-cyano-2-[(R)-6-methoxycarbonyl-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidin-5-yl]-phenyl}-ethyl)-trimethyl-ammonium iodide
There total 21 articles about (2-{5-cyano-2-[(R)-6-methoxycarbonyl-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidin-5-yl]-phenyl}-ethyl)-trimethyl-ammonium iodide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
acetonitrile;
at 50 ℃;
for 1.5h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Tris(trimethylsilyl) phosphate / tetrahydrofuran / 17 h / 75 °C / Inert atmosphere
2.1: urea hydrogen peroxide adduct / ethanol / 2 h / 20 °C
2.2: 2 h / 20 °C
3.1: triethylamine / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere
4.1: ethanol / 1 h / 160 °C / Microwave irradiation
5.1: daicel chiralpak IC colunm (5 μm, 250 mmx10 mm)
6.1: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(II) iodide / 1,4-dioxane / 1.25 h / 130 °C / Microwave irradiation; Inert atmosphere
7.1: silver nitrate; N-Bromosuccinimide / acetone / 2 h / Cooling with ice
8.1: tetrahydrofuran; acetonitrile / 18 h
9.1: sodium tetrahydroborate; methanol / 1 h / 0 °C
10.1: acetonitrile / 1.5 h / 50 °C
With
methanol; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-Bromosuccinimide; Tris(trimethylsilyl) phosphate; urea hydrogen peroxide adduct; silver nitrate; copper(II) iodide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Tris(trimethylsilyl) phosphate / tetrahydrofuran / 17 h / 75 °C / Inert atmosphere
2.1: urea hydrogen peroxide adduct / ethanol / 2 h / 20 °C
2.2: 2 h / 20 °C
3.1: triethylamine / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere
4.1: ethanol / 1 h / 160 °C / Microwave irradiation
5.1: daicel chiralpak IC colunm (5 μm, 250 mmx10 mm)
6.1: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(II) iodide / 1,4-dioxane / 1.25 h / 130 °C / Microwave irradiation; Inert atmosphere
7.1: silver nitrate; N-Bromosuccinimide / acetone / 2 h / Cooling with ice
8.1: tetrahydrofuran; acetonitrile / 18 h
9.1: sodium tetrahydroborate; methanol / 1 h / 0 °C
10.1: acetonitrile / 1.5 h / 50 °C
With
methanol; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-Bromosuccinimide; Tris(trimethylsilyl) phosphate; urea hydrogen peroxide adduct; silver nitrate; copper(II) iodide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetone; acetonitrile;