2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

Base Information

Chemical Name:2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile
CAS No.:1443259-31-1
Molecular Formula:C₁₈H₁₅F₄N₅O
Molecular Weight:393.344
Hs Code.:

Synonyms:2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

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Chemical Property of 2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

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Technology Process of 2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

There total 13 articles about 2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile 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: 11.0%

: (5R,6R)-5-(5-amino-2-fluorophenyl)-5-methyl-6-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine

: 20577-26-8
2-bromonicotinonitrile

: 1443259-31-1
2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; at 160 ℃; for 1h; Microwave irradiation; Sealed tube; Inert atmosphere;

Reference yield:

: 198477-89-3
1-(5-bromo-2-fluorophenyl)ethan-1-one

: 1443259-31-1
2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

Guidance literature:: Multi-step reaction with 13 steps

1.1: ammonia; ammonium chloride / methanol / 72 h / 20 °C

2.1: hydrogenchloride; acetic acid / water / 16 h / Reflux

3.1: sulfuric acid / 48 h / Reflux

4.1: sodium hydroxide / water; tetrahydrofuran / 4 h / 20 °C

5.1: sodium hydroxide / water; 1,4-dioxane / pH 10 - 11 / Cooling

6.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 3 h / 80 °C

7.1: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 0.33 h / 20 °C

8.1: thionyl chloride / dichloromethane / 0.5 h / 0 °C

8.2: 0.5 h

9.1: acetic acid; zinc / 3 h / 80 °C

10.1: Lawessons reagent / tetrahydrofuran / 4 h / 20 - 60 °C

11.1: ammonia / methanol / 24 h / 80 °C

12.1: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 1 h / 110 °C

13.1: caesium carbonate; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With Lawessons reagent; hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; thionyl chloride; sodium azide; sulfuric acid; ammonia; sodium hydrogencarbonate; sodium carbonate; ammonium chloride; caesium carbonate; acetic acid; tetrabutylammonium triphenyldifluorosilicate; sodium hydroxide; N,N`-dimethylethylenediamine; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1213855-88-9
(R)-2-amino-2-(5-bromo-2-fluoro-phenyl)-propionic acid methyl ester

: 1443259-31-1
2-((3-((2R,3R)-5-amino-3-methyl-2-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)amino)nicotinonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 4 h / 20 °C

2.1: sodium hydroxide / water; 1,4-dioxane / pH 10 - 11 / Cooling

3.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 3 h / 80 °C

4.1: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 0.33 h / 20 °C

5.1: thionyl chloride / dichloromethane / 0.5 h / 0 °C

5.2: 0.5 h

6.1: acetic acid; zinc / 3 h / 80 °C

7.1: Lawessons reagent / tetrahydrofuran / 4 h / 20 - 60 °C

8.1: ammonia / methanol / 24 h / 80 °C

9.1: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 1 h / 110 °C

10.1: caesium carbonate; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 160 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With Lawessons reagent; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; thionyl chloride; sodium azide; ammonia; sodium hydrogencarbonate; sodium carbonate; caesium carbonate; acetic acid; tetrabutylammonium triphenyldifluorosilicate; sodium hydroxide; N,N`-dimethylethylenediamine; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;