5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

Base Information

Chemical Name:5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide
CAS No.:1386984-41-3
Molecular Formula:C₂₁H₂₀F₃N₅O₂
Molecular Weight:431.417
Hs Code.:

Synonyms:5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

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Chemical Property of 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

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Technology Process of 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

There total 12 articles about 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide 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:

: 1386984-40-2
5-cyano-3-methyl-pyridine-2-carboxylic acid [3-(5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

: 1386984-41-3
5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: With Chiralpak AD-H; In n-heptane; diethylamine; isopropyl alcohol; Resolution of racemate;

Reference yield:

: 886365-43-1
5-bromo-3-methylpyridine-2-carboxylic acid

: 1386984-41-3
5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap / tetrahydrofuran / 2 h / 20 °C

2.1: zinc / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri-tert-butyl phosphine / N,N-dimethyl-formamide / 5 h / 60 °C / Inert atmosphere

3.1: 1,3-Dimethoxybenzene; trifluoroacetic acid / 6.5 h

4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 3 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5.2: 0.17 h / Cooling

6.1: Chiralpak AD-H / isopropyl alcohol; diethylamine; n-heptane / Resolution of racemate

With 4-methyl-morpholine; dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; 1,3-Dimethoxybenzene; zinc; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri-tert-butyl phosphine; In tetrahydrofuran; n-heptane; dichloromethane; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 1386985-80-3
2-[2-(5-bromo-2-fluoro-phenyl)-2-(2-nitro-benzenesulfonylamino)-propoxy]-3-fluoro-2-fluoromethyl-propionamide

: 1386984-41-3
5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((R)-5-amino-6,6-bis-fluoromethyl-3-methyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: trifluoroacetic anhydride; 4-methyl-morpholine / dichloromethane / 0.75 h / 20 °C

2.1: potassium carbonate; N-Acetylcysteine / ethanol / 16 h / Reflux

3.1: dichloromethane / 16 h / 20 °C

4.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethylcyclohexane-1,2-diamine / ethanol; water / 0.75 h / 70 °C / Inert atmosphere

5.1: hydrogen / 5%-palladium/activated carbon / ethanol / 1 h / 20 °C / 825.08 Torr

6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 3 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7.2: 0.17 h / Cooling

8.1: Chiralpak AD-H / isopropyl alcohol; diethylamine; n-heptane / Resolution of racemate

With 4-methyl-morpholine; copper(l) iodide; sodium azide; 1-hydroxy-7-aza-benzotriazole; N-Acetylcysteine; hydrogen; potassium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; 5%-palladium/activated carbon; In ethanol; n-heptane; dichloromethane; water; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol;