2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol

Base Information

• Chemical Name: 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol
• CAS No.: 1273549-74-8
• Molecular Formula: C₂₀H₂₀ClFN₄O₃
• Molecular Weight: 418.855
• Mol file: 1273549-74-8.mol

Synonyms:2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol

Chemical Property of 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol

There total 11 articles about 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

{5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine (1273550-53-0) → 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol (1273549-74-8)

Guidance literature:

{5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine; With hydrogenchloride; water; In methanol; at 20 ℃; for 0.166667h;

With sodium carbonate; In water; ethyl acetate;

Reference yield:

5-nitro-2-chlorophenol (619-10-3) → 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol (1273549-74-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: ammonium chloride; iron / ethanol; water / 2 h / Reflux

2.1: tetra-N-butylammonium tribromide / dichloromethane; methanol / 0.33 h / 20 °C

3.1: sodium iodide; caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 100 °C

4.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 20 h / 110 °C / Inert atmosphere

5.1: triethylamine / toluene; diethyl ether / 0.25 h / 0 °C

5.2: 0.33 h / 20 °C

6.1: tetrahydrofuran / 1 h / 20 °C

7.1: triethylamine; dichlorotriphenylphosphorane / acetonitrile / 0.5 h / Reflux

8.1: hydrogenchloride; water / methanol / 0.17 h / 20 °C

With hydrogenchloride; water; tetra-N-butylammonium tribromide; iron; potassium carbonate; ammonium chloride; caesium carbonate; triethylamine; sodium iodide; dichlorotriphenylphosphorane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;

Reference yield:

5-amino-2-chlorophenol (6358-06-1) → 2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol (1273549-74-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetra-N-butylammonium tribromide / dichloromethane; methanol / 0.33 h / 20 °C

2.1: sodium iodide; caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 100 °C

3.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 20 h / 110 °C / Inert atmosphere

4.1: triethylamine / toluene; diethyl ether / 0.25 h / 0 °C

4.2: 0.33 h / 20 °C

5.1: tetrahydrofuran / 1 h / 20 °C

6.1: triethylamine; dichlorotriphenylphosphorane / acetonitrile / 0.5 h / Reflux

7.1: hydrogenchloride; water / methanol / 0.17 h / 20 °C

With hydrogenchloride; water; tetra-N-butylammonium tribromide; potassium carbonate; caesium carbonate; triethylamine; sodium iodide; dichlorotriphenylphosphorane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile;

upstream raw materials:

{5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine

(R)-2-amino-2-(4-fluorophenyl)ethanol

5-amino-2-chlorophenol

5-nitro-2-chlorophenol