N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

Base Information

Chemical Name:N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide
CAS No.:1262857-73-7
Molecular Formula:C₂₁H₁₉F₄N₅O₂
Molecular Weight:449.408
Hs Code.:

Synonyms:N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

Chemical Property:

Purity/Quality:: 99%, ^*data from raw suppliers

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Technology Process of N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

There total 20 articles about N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide 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: 83.0%

: tert-butyl ((2R,5R)-5-(2-fluoro-5-(5-cyano-3-methylpicolinamido)phenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

: 1262857-73-7
N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c02143

Reference yield:

: 1262859-72-2
((2R,5R)-5-{5-[(5-cyano-3-methyl-pyridine-2-carbonyl)-amino]-2-fluoro-phenyl}-2,5-dimethyl-2-trifluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

: 1262857-73-7
N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h;

Reference yield:

: (R)-2-(2-fluorophenyl)-2-(4-nitrophenylsulfonamido)propyl methanesulfonate

: 1262857-73-7
N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

Guidance literature:: Multi-step reaction with 10 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 25 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 35 °C / Inert atmosphere

3: ammonia / methanol / 36 h / 50 °C / Sealed tube; Inert atmosphere

4: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere

5: potassium carbonate / ethanol / 72 h / Reflux; Inert atmosphere

6: potassium nitrate; sulfuric acid / 3 h / 0 - 22 °C / Inert atmosphere

7: triethylamine / dichloromethane / 25 °C / Inert atmosphere

8: 5%-palladium/activated carbon; hydrogen / 1,4-dioxane / 3 h / 45 °C / 760.05 Torr / Inert atmosphere

9: 1-hydroxy-7-aza-benzotriazole; 1,2-dichloro-ethane / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere

10: trifluoroacetic acid / dichloromethane / 2.5 h / 25 °C / Inert atmosphere

With 1-hydroxy-7-aza-benzotriazole; sulfuric acid; 5%-palladium/activated carbon; potassium tert-butylate; ammonia; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium nitrate; 1,2-dichloro-ethane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.0c02143