Technology Process of 2-[5-(2,4-difluorophenyl)-4-[2-[[(1S)-3-methoxy-1-methyl-propyl]amino]oxazolo[5 ,4-b]pyridin-5-yl]-1H-imidazol-2-yl]-2-methyl-propan-1-ol methanesulfonate
There total 16 articles about 2-[5-(2,4-difluorophenyl)-4-[2-[[(1S)-3-methoxy-1-methyl-propyl]amino]oxazolo[5 ,4-b]pyridin-5-yl]-1H-imidazol-2-yl]-2-methyl-propan-1-ol methanesulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 1.25 h / 0 - 20 °C / Cooling with ice
2.1: ammonium acetate / 1,4-dioxane / 1 h / 20 - 25 °C / Inert atmosphere
2.2: 14 h / 20 - 25 °C
2.3: 7 h / 10 - 25 °C
3.1: sodium nitrite; sulfuric acid / water; dimethyl sulfoxide / 2 h / 0 - 30 °C / Inert atmosphere
3.2: 3 h / 0 - 25 °C
4.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h / 15 - 25 °C
5.1: ethanol / 20 °C
5.2: 20 h / Reflux
6.1: lithium borohydride / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
6.2: 1.5 h / 20 °C
6.3: pH 8
7.1: dichloromethane; methanol / 0.5 h / 20 °C
With
lithium borohydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; sulfuric acid; ammonium acetate; hydrogen; sodium nitrite;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 0.17 h / 0 - 5 °C / Inert atmosphere
1.2: 1 h / 30 °C
2.1: disodium hydrogenphosphate; potassium permanganate; sodium dihydrogenphosphate / water; acetone / 5 h / 0 - 15 °C / Inert atmosphere
2.2: 1 h / 15 - 20 °C
3.1: ammonium acetate / 1,4-dioxane / 1 h / 20 - 25 °C / Inert atmosphere
3.2: 14 h / 20 - 25 °C
3.3: 7 h / 10 - 25 °C
4.1: sodium nitrite; sulfuric acid / water; dimethyl sulfoxide / 2 h / 0 - 30 °C / Inert atmosphere
4.2: 3 h / 0 - 25 °C
5.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h / 15 - 25 °C
6.1: ethanol / 20 °C
6.2: 20 h / Reflux
7.1: lithium borohydride / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
7.2: 1.5 h / 20 °C
7.3: pH 8
8.1: dichloromethane; methanol / 0.5 h / 20 °C
With
potassium permanganate; disodium hydrogenphosphate; sodium dihydrogenphosphate; lithium borohydride; sulfuric acid; ammonium acetate; hydrogen; triethylamine; sodium nitrite;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: ammonium acetate / 1,4-dioxane / 1 h / 20 - 25 °C / Inert atmosphere
1.2: 14 h / 20 - 25 °C
1.3: 7 h / 10 - 25 °C
2.1: sodium nitrite; sulfuric acid / water; dimethyl sulfoxide / 2 h / 0 - 30 °C / Inert atmosphere
2.2: 3 h / 0 - 25 °C
3.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h / 15 - 25 °C
4.1: ethanol / 20 °C
4.2: 20 h / Reflux
5.1: lithium borohydride / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
5.2: 1.5 h / 20 °C
5.3: pH 8
6.1: dichloromethane; methanol / 0.5 h / 20 °C
With
lithium borohydride; sulfuric acid; ammonium acetate; hydrogen; sodium nitrite;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;
